Relevant bibliographies by topics / Ethyl Acetate synthesis

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  1. Journal articles
  2. Dissertations / Theses
  3. Book chapters
  4. Conference papers

Academic literature on the topic 'Ethyl Acetate synthesis'

Author: Grafiati
Published: 4 June 2021
Last updated: 10 February 2022

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Journal articles on the topic "Ethyl Acetate synthesis"

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Tang, Bao Hua. "Synthesis of Ethyl Acetate Catalyzed by Inorganic Salt." Advanced Materials Research 455-456 (January 2012): 1060–63. http://dx.doi.org/10.4028/www.scientific.net/amr.455-456.1060.

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Ethyl acetate was synthesized using inorganic salt as catalyst. The catalytic syntheses of Ethyl Acetate using NaHS04, Sncl2 and Fecl3 as catalysts were introduced. It showed that Sncl2 was excellent catalysts for synthesis Ethyl Acetate with higher yields and the catalyst can be reused, and the reaction does not cause pollution.
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Vergaelen, Maarten, Bart Verbraeken, Joachim F. R. Van Guyse, Annelore Podevyn, Ali Tigrine, Victor R. de la Rosa, Bryn D. Monnery, and Richard Hoogenboom. "Ethyl acetate as solvent for the synthesis of poly(2-ethyl-2-oxazoline)." Green Chemistry 22, no. 5 (2020): 1747–53. http://dx.doi.org/10.1039/c9gc03872h.

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Addressing the polymerization of 2-ethyl-2-oxazoline (EtOx) in ethyl acetate to replace the current state-of-the-art solvents. The switch to ethyl acetate is important towards pharmaceutical compliance/compatibility of PEtOx, besides low environmental burden.
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Kallel-Mhiri, Héla, and André Miclo. "Mechanism of ethyl acetate synthesis byKluyveromyces fragilis." FEMS Microbiology Letters 111, no. 2-3 (August 1993): 207–12. http://dx.doi.org/10.1111/j.1574-6968.1993.tb06387.x.

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Seo, Seung-Yong, Wei Sun, Yue Yuan, Bit Lee, Hee-Sook Jun, and Dongyun Shin. "Short Synthesis of the Antidiabetic Octaketide Ethyl 2-(2,3,4-Trimethoxy-6-octanoylphenyl)acetate." Synlett 29, no. 03 (November 28, 2017): 326–29. http://dx.doi.org/10.1055/s-0036-1592062.

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A facile and practical approach for the synthesis of ethyl 2-(2,3,4-trimethoxy-6-octanoylphenyl)acetate, an antidiabetic octaketide analogue of cytosporone B, is described. Unlike known approaches for the synthesis of cytosporones and their analogues, the key step of the developed route is a Friedel–Crafts alkylation of 1-(3,4,5-trimethoxyphenyl)octan-1-one with ethyl chloro(methylthio)acetate, followed by desulfurization.
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Shen, De Li, Xin He, Wei Guan, Yu Ping Liu, and Bao Guo Sun. "Synthesis of Fragrance 1-(3,3-dimethylcyclohexyl)Ethyl Acetate." Advanced Materials Research 781-784 (September 2013): 983–87. http://dx.doi.org/10.4028/www.scientific.net/amr.781-784.983.

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1-(3,3-dimethylcyclohexyl) ethyl acetate was synthesized by the reaction of dihydromycene with acetic acid in the presence of sulfuric acid. The effecting factors including the amount of catalyst, the reaction temperature, the molar ratio of raw materials and the reaction time were investigated. The experimental results showed that the molar raio of the dihydromyrcene to acetic acid to sulfuric acid was 1:3:0.2, the reaction temperature is 60 °C and the reaction time was 6.5 h. The yield reached 45.3%. The structure of product was characterized by gas chromatography, mass spectrometry, infrared spectroscopy and nuclear magnetic resonance. The odor evaluation result indicated that the product had a sweet, woody, floral odor.
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Tang, Bao Hua. "Synthesis of Ethyl Acetate Catalyzed by Inorganic Salt." Advanced Materials Research 455-456 (January 2012): 1060–63. http://dx.doi.org/10.4028/scientific5/amr.455-456.1060.

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Zheng, Hui-dong, Hui Tian, Wen-hu Zou, Zhi-xian Huang, Xiao-da Wang, Ting Qiu, Su-ying Zhao, and Yan-xiang Wu. "Residue curve maps of ethyl acetate synthesis reaction." Journal of Central South University 20, no. 1 (January 2013): 50–55. http://dx.doi.org/10.1007/s11771-013-1458-2.

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Stojkovic, Danijela, Alessia Bacchi, Davide Capucci, Milica Milenkovic, Bozidar Cobeljic, Srecko Trifunovic, Katarina Andjelkovic, et al. "Synthesis and characterization of palladium(II) complexes with glycine coumarin derivatives." Journal of the Serbian Chemical Society 81, no. 12 (2016): 1383–92. http://dx.doi.org/10.2298/jsc160915087s.

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A Pd(II) complex with methyl 2-((1-(2,4-dioxochroman-3-ylidene)ethyl)amino)acetate was synthesized. The structures of both the ligand and Pd(II) complex were determined by elemental analysis, IR and NMR spectroscopy. Recrystallization of Pd(II) complex from DMF/water solution resulted in its hydrolysis and formation of dimethylamine-(2-((1-(2,4-dioxochroman-3-ylidene)ethyl)amino)acetato)palladium(II) complex, the structure of which was determined by elemental analysis, IR, 1H and 13C NMR spectroscopy, as well as X-ray analysis.
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Hishmat, O. H., Kh M. A. Khalil, Sh I. El-Naem, and A. H. Abd el-Rahman. "Synthesis of Pyranobenzopyranopyridines and Benzodipyran Derivatives." Zeitschrift für Naturforschung B 41, no. 2 (February 1, 1986): 252–58. http://dx.doi.org/10.1515/znb-1986-0217.

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6-Formyl-7-hydroxy-5-methoxy-2-methylchromone on bromination yields the 8-bromo derivative or the 8-bromo-6-formyl-5,7-dihydroxy derivative depending on the reaction condition. Cyclization of both leads to the corresponding 3-acetyl-, 3-benzoyl-, 3-carboxamido-, 3-carbethoxybenzodipyran derivatives.The 3-acetylbenzodipyran derivative when treated with ethyl acetoacetate or ethyl cyanoacetate in the presence of ammonium acetate yields the corresponding dihydropyranobenzopyranopyridine dione or the dihydropyranobenzopyranopyridine trione.The reaction of the 3-acetyl derivative with cyanoacetamide in the presence of ammonium acetate affords the substituted pyranobenzopyranopyridine dione.The 3-acetyl derivative undergoes self condensation to form the substituted benzopyranobenzopyran derivative.
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Sekar, M., and K. J. Rajendra Prasad. "A Facile Synthesis of Naphthyl-Quinolyl Ethanes and Chromenyl-Quinolyl Ethanes." Zeitschrift für Naturforschung B 54, no. 6 (June 1, 1999): 811–14. http://dx.doi.org/10.1515/znb-1999-0617.

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The reaction of alkaline 2,4-dihydroxyquinoline 1 and 1-tetralone 2 in 2% sodium hydroxide solution with vinyl acetate afforded a brown solid 3, which on treatment with phosphorous oxychloride yielded 2,4-dichloro-3-[l’-(l-chloro-naphth-2-yl)ethyl]quinoline (4). The same reaction of 1 and chromanone 7 with vinyl acetate afforded 2,4-dichloro-3-[l’-(4-chloro- 2-methyl-chromen-3-yl)ethyl]quinoline (9)
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Dissertations / Theses on the topic "Ethyl Acetate synthesis"

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Waller, Catherine. "The isolation and synthesis of compounds from the South African Hyacinthaceae." Thesis, University of Surrey, 2012. http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.576122.

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Dalfidan, Cagla. "Chemoenzymatic Synthesis Of 2-ethyl-5-hydroxy-3-methoxy-cyclopent-2-enone." Master's thesis, METU, 2006. http://etd.lib.metu.edu.tr/upload/12606916/index.pdf.

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Chiral hydroxylated cyclopentane derivatives are important precursors for biologically active compounds. Synthesis of these types of compounds in optically pure form found increased interest in pharmaceutical chemistry. 2-ethyl-cyclopentane-1.3-dione was acetoxylated using manganese III acetate at preferred positions. Enzyme catalyzed enantioselective hydrolysis or enantioselective acetoxylation of hydrolyzed acetoxy derivatives gives the corresponding hydroxylated diketones in optically pure form.
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Tölle, Katharina [Verfasser], Martin [Gutachter] Muhler, and Stefan [Gutachter] Kaluza. "Synthesis and characterisation of Cu/ZrO2 catalysts for the hydrogenation of ethyl acetate / Katharina Tölle. Gutachter: Martin Muhler ; Stefan Kaluza." Bochum : Ruhr-Universität Bochum, 2016. http://d-nb.info/1102525456/34.

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Freitas, Isabel Cristina de. "Formação de acetato de etila a partir do etanol sobre catalisadores de Cu/ZrO2: efeito da carga de cobre nas propriedades físicas e catalíticas." Universidade Federal de São Carlos, 2010. https://repositorio.ufscar.br/handle/ufscar/4037.

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The ethanol dehydrocoupling in ethyl acetate distinguishes among the reactions of alcohol transformation in products with higher added value. Due to the possibility of obtaining ethanol from biomass in Brazil, the production of ethyl acetate is of great interest, being their production very economical. The ethanol dehydrocoupling in ethyl acetate was studied over Cu/ZrO2 catalysts prepared by impregnation method followed by calcinations in air. The samples with different Cu loadings were characterized by thermal analyze, X-Ray powder diffraction, determination of the specific surface area, temperature-programmed reduction (TPR), decomposition of N2O and X-Ray photoelectron spectroscopy (XPS). TPR results showed the formation of low temperature reduction Cu species (peaks α1, α2 e β) predominant at low loadings of supported Cu in ZrO2, these species are attributed to CuO highly dispersed on support. The increase of Cu loading caused the formation of CuO bulk species with high temperature reduction (peaks γ1 e γ2). XPS results for Cu/ZrO2 reduced catalysts showed that an increase in the Cu loading caused a shift in the Cu 2p3/2 peak to regions of lower biding energy. The spectra of Cu Auger region suggest that a decrease in the Cu loading increases the ratio of Cu+/Cuo species. Catalytic tests for dehydrocoupling reaction of ethanol were carried out at atmospheric pressure and showed an increasing activity per Cu site for ethyl acetate formation with the increase in the dispersion of supported Cu. Furthermore, the by-products formation due the acetaldehyde via aldol condensation occurs on the ZrO2 support surface. Also, it could be seen that catalysts with Cu loading up to 20% showed an increase in the ethyl acetate selectivity with an increase in the Cu loading. This can be attributed to the higher ZrO2 coating by active phase providing the suppression of by-products that are formed via aldol condensation.
O desidroacoplamento do etanol em acetato de etila destaca-se dentre as reacoes de transformacao de alcoois em produtos de maior valor agregado. Devido a abundancia de etanol no Brasil e a possibilidade de sua obtencao a partir da biomassa, a producao de acetato de etila desperta grande interesse, sendo a sua producao muito economica. O desidroacoplamento do etanol em acetato de etila foi estudado sobre catalisadores de Cu/ZrO2 preparados pelo metodo de impregnacao, seguidos de calcinacao em ar. As amostras com diferentes cargas de Cu foram caracterizadas por analise termica, difracao de Raios X, determinacao da area superficial especifica, reducao a temperatura programada (TPR), decomposicao do N2O e espectroscopia de fotoeletrons excitados por Raios X (XPS). Resultados de TPR mostraram a formacao de especies de cobre de baixa temperatura de reducao (picos α1, α2 e β) predominantes em baixas cargas de Cu suportados em ZrO2, estas especies sao atribuidas ao CuO altamente disperso no suporte. Com o aumento da carga de Cu obteve-se a formacao de especies de CuO massico de alta temperatura de reducao (picos γ1 e γ2). Resultados de XPS para catalisadores de Cu/ZrO2 reduzidos revelaram que com o aumento da carga de cobre suportado houve o deslocamento do pico da regiao Cu 2p3/2 para regioes de menor energia de ligacao. Os espectros da regiao Auger do Cu sugerem que com a diminuicao da carga de Cu tem-se o aumento da razao das especies Cu+/Cuo. Ensaios cataliticos para a reacao de desidroacoplamento do etanol foram realizados a pressao atmosferica e mostraram o aumento da atividade por sitio de Cu para a formacao de acetato de etila com o aumento da dispersao do cobre no suporte. Sobre a superficie do suporte ZrO2 ocorre a formacao de subprodutos devido a condensacao do acetaldeido via condensacao aldolica. Para catalisadores com carga de Cu de ate 20% verifica-se o aumento da seletividade a acetato de etila com o aumento da carga de cobre, em decorrencia do aumento do grau de recobrimento da ZrO2 pela a fase ativa proporcionando a supressao de subprodutos formados via condensacao aldolica.
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Guzman, Barrera Nydia Ileana. "Eco-compatible syntheses of bio-based solvents for the paint and coating industry." Thesis, Toulouse, INPT, 2018. http://www.theses.fr/2018INPT0050/document.

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La production mondiale de solvants représente environ 28 millions de tonnes, dont 5 millions en Europe. L’industrie des peintures et des revêtements en est la principale consommatrice (46 % des solvants produits). Dans ce domaine, les solvants les plus utilisés sont l'acétate d'éthyle, l'acétate de butyle et la méthyl éthyl cétone. Ces molécules sont actuellement synthétisées industriellement à partir de substrats d’origine pétrochimique en présence de catalyseurs homogènes et dans des conditions énergivores. Afin de réduire l’impact environnemental des peintures et revêtements, la substitution de ces solvants issus du pétrole par leurs équivalents bio sourcés a été étudiée dans le cadre du projet européen ECOBIOFOR (FP7/2007-2013/Grant Agreement no 605215), dans lequel se sont inscrits ces travaux de thèse. Ainsi, l’objectif de cette thèse a été de développer, à partir de synthons renouvelables, des procédés de production de ces trois solvants simples à mettre en oeuvre, peu coûteux et respectueux des principes de la chimie verte. Pour la production des acétates d’éthyle et de butyle, deux voies de synthèse ont été étudiées en présence d’une résine échangeuse d'ions comme catalyseur hétérogène. La première voie utilise de l'acide acétique et l’alcool biosourcé correspondant (éthanol ou le butan-1-ol); la seconde met en jeu l’anhydride acétique à la place de l’acide acétique. Dans ces synthèses, quatre résines ont été testées. Des études cinétiques et thermodynamiques ont permis de choisir la résine la plus performante et les conditions de réaction les plus adaptées. Cette étude a finalement permis de proposer un procédé de coproduction des deux acétates efficace et innovant dans lequel la purification des acétates est facilitée, la production de déchets et coproduits est réduite et le recyclage de la résine est possible. L'évaluation des performances des acétates synthétisés dans des formulations de laques nitrocellulosiques et de vernis polyuréthanes a permis de montrer que ces molécules répondent au cahier des charges en terme de séchage, viscosité, formation de film, brillance et adhérence. Enfin, le bénéfice environnemental du processus de coproduction a été mis en évidence par le calcul des métriques de la chimie verte et l'analyse du cycle de vie des esters produits. De plus, l'influence de l'origine des alcools, biosourcés ou pétrochimiques, sur l’impact environnemental a été évaluée. L’impact sur le changement climatique est réduit avec l’utilisation des synthons bio-sourcés. Pour la synthèse de la méthyl éthyl cétone, nous avons décidé d’étudier la réaction de décarboxylation de l’acide lévulinique, molécule plateforme biosourcée disponible et peu coûteuse. Contrairement au principal procédé industriel qui repose sur la déshydrogénation du butan-2-ol d'origine fossile, la méthode développée dans ces travaux utilise des conditions plus respectueuses de l’environnement puisqu’elle est réalisée dans l’eau en présence de persulfate de potassium et d’un sel d'argent à une température raisonnable (100°C). L'évaluation du rôle de chacun des réactifs a permis de proposer un mécanisme réactionnel complexe de cette synthèse. L'étude de l’évolution des espèces en phase solide réalisés par diverses analyses spectroscopiques (RMN du solide, DRX, XPS, AES et MEB) a permis de mettre en évidence les espèces impliquées dans la décarboxylation et finalement de proposer une méthode permettant d’obtenir des conversions et des rendements élevés
Global solvent production accounts for about 28 million tonnes, including 5 million tonnes in Europe. The paint and coating industry is the main consumer (46% of the solvents produced). In this sector, the most used solvents are ethyl acetate, butyl acetate and methyl ethyl ketone. These molecules are currently synthesized industrially from petrochemical substrates in the presence of homogeneous catalysts and under energy-consuming conditions. In order to reduce the environmental impact of paints and coatings, the substitution of these fossil-based solvents by their bio-based equivalents has been studied in the framework of the European project ECOBIOFOR (FP7/2007-2013/Grant Agreement no 605215), in which this thesis work was inscribed. Thus, the objective of this thesis was to develop production processes for these three solvents that would start from renewable synthons and would be simple to implement, inexpensive and respectful of the principles of green chemistry. For the production of ethyl and butyl acetates, two synthetic routes have been studied in the presence of an ion exchange resin as a heterogeneous catalyst. The first route uses acetic acid and the corresponding bio-based alcohol (ethanol or butan-1-ol); the second involves acetic anhydride instead of acetic acid. Kinetic and thermodynamic studies have led to select the most efficient resin and the most suitable reaction conditions. This study has finally allowed to propose an efficient and innovative coproduction process for the two targeted acetates in which their purification is facilitated, the production of waste and co-products is reduced and the recycling of the resin is possible. The evaluation of the performance of the synthesized acetates in nitrocellulose lacquer and polyurethane varnish formulations has shown that these molecules meet the specifications in terms of drying, viscosity, film formation, gloss and adhesion. Finally, the environmental benefit of the co-production process was highlighted by the calculation of green metrics and the life cycle assessment (LCA) of the produced esters. Furthermore, the influence of the origin of alcohols (bio-based or petrochemical) on the environmental impact was evaluated. The impact on climate change is reduced through the use of bio-sourced synthons. For the synthesis of methyl ethyl ketone, we decided to study the decarboxylation reaction of levulinic acid, which is a bio-based platform molecule available and inexpensive. Unlike the main industrial process, which relies on the dehydrogenation of butan-2-ol from fossil origin, the method developed in this work uses conditions that are more respectful of the environment since the reaction is carried out in water in the presence of potassium persulfate and a silver salt at a moderate temperature (100°C). The evaluation of the role of each of the reagents allowed us to propose a complex reaction mechanism for this reaction. The study of the evolution of the solid phase species carried out through various spectroscopic analyzes (SSNMR, XRD, XPS, AES and SEM) made it possible to highlight the species involved in the decarboxylation and finally to propose a method to obtain high conversions and yields
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Lee, Po-Hsien, and 李柏賢. "The Optimization of Semi-batch Reactive Distillation for Isopropyl Acetate and Ethyl Acetate and Ethyl Acetate Synthesis." Thesis, 2015. http://ndltd.ncl.edu.tw/handle/02312628877417674515.

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碩士
國立臺灣大學
化學工程學研究所
103
Batch reactive distillation (BRD) is an integrated process which combines reaction and distillation in a batch processes. Semi-batch reactive distillation (SBRD) is an alternative design from BRD in which reactant or entrainer is added as a side feed continuously. Besides the advantages of BRD, SBRD can circumvent limitations due to azeotropes. In the synthesis of isopropyl acetate by BRD, the lowest-boiling point is a ternary heterogeneous azeotrope located in a two-liquid region. After separation the organic phase still contains 3% reactant and the aqueous phase contains only 95% H2O. According to Qi, Wei; Malone, M. F. (Semi-batch Reactive Distillation for Isopropyl Acetate Synthesis. Ind. Eng. Chem. Res. 2011, 50, 1272-1277), batch reactive distillation requires an additional entrainer, a large reflux ratio and a large number of stages. They also show that by using acetic acid as a side feed into the column continuously the concentration of isopropyl alcohol in the distillate can be reduced efficiently. A second non-reactive inverted batch distillation (IBD) can be employed to separate the product IPAC from water. Hence, SBRD has the potential to improve the production efficiency. For the ethyl acetate synthesis, the lowest-boiling point is a ternary azeotrope, but it is not in two-liquid region. Therefore, a BRD is not feasible in this case. However, for the SBRD, using HAC as a side feed can drag the distillate composition into two-liquid region, closer to the ETAC-H2O edge. It also needs a second non-reactive IBD to separate the product ETAC from water. A similar design to the IPAC system is used. For both systems, we study the optimization of this process to find the values of parameters that minimize the energy consumption. Since the acetic acid and the alcohol are impurities in first column (SBRD) product and the second column (IBD) can only reduce alcohol impurity, in the SBRD we set a constraint on acetic acid impurity and adjust the constraint on the alcohol impurity which is the most important variable affecting both columns. When increasing the constraint on the isopropyl alcohol impurity, the energy required for the SBRD decreases and the energy required for the IBD increases. Therefore, we can find the optimal value of the isopropyl alcohol constraint that minimizes total energy consumption.
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Tsai, Yu-chan, and 蔡於展. "Kinetics Study on Synthesis of Ethyl Acetate via Heterogeneous Catalytic Reaction." Thesis, 2008. http://ndltd.ncl.edu.tw/handle/24011792045950221986.

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碩士
國立臺灣科技大學
化學工程系
96
The heterogeneous kinetics and adsorption behavior were investigated with a packed-bed reactor for the synthesis of ethyl acetate over an acidic cation-exchange resin, Amberlyst 35. The esterification was conducted at temperatures from 323.15 K to 348.15 K. Additionally, the effects of molar ratios of alcohol to acid in the feed stream (θB0) and the mass transfer resistance on the catalytic reaction were also studied. The equilibrium conversion of acetic acid was found to be almost independent of temperature but markedly increased with increasing the feed composition θB0. The relative adsorption strengths for the reacting species were determined by adsorption experiments. The results indicated that the magnitude of adsorption strengths followed the order of water > acetic acid > ethanol > ethyl acetate. The kinetic data were correlated with the ideal-quasi- homogeneous, the non- ideal-quasi-homogeneous, the Langmuir-Hinshelwood-Hougen-Waston (LHHW), the Eley-Rideal (ER) models, the modified LHHW (M-LHHW), and the modified ER (M-ER). The optimal values of the kinetic parameters were determined from the data fitting. The M-LHHW model yielded the best presentation for the kinetic behavior of heterogeneous catalytic synthesis of ethyl acetate.
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Kuo, Pai-Tsung, and 郭百琮. "1. The Synthesis of Dibenzyl 2-diazo-2,6-azulenequinone 1,3- dicarboxylate and its Photolysis in ethyl acetate.2. Improved Synthesis of 2-arylazulene derivatives." Thesis, 1999. http://ndltd.ncl.edu.tw/handle/20839771733189886043.

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碩士
淡江大學
化學學系
87
PartⅠ: The reaction of starting-material , p-toluenesulfonyloxytropone (b), with benzyl acetate, yield dibenzyl 2-aminoazulene-1,3-dicarboxylate(c) , followed by bromonation, dibenzyl 2-amino-6-bromo azulene-1,3- dicarboxylate(e) were obtained, diazozation of (e), 2-diazo-1,3-dibenzyl-6-oxo-2,6-dihydroazulene-1,3-dicarboxylate(f) were obtained . The hotochemical reaction of 2-diazo-1,3-dibenyl-6-oxo-2,6-dihydroazulene-1,3-dicarboxylate in ethyl acetate, gave three compounds g ,h, i ,via the intramolecular insertion of carbene as an intermediate. Part Ⅱ: 7-isopropyl 2-phenylazulene were synthesized in one step from the reaction of 4-isopropyl-2-(p-tolysufonyloxy)tropone with benzoylacetonitrile in good yields. This is a modified method from Shuan -Ya Jiang.On similar way, the synthesis of some 2-akylazulenes were carried out to give better yields.
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Book chapters on the topic "Ethyl Acetate synthesis"

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Wan, Jie-Ping. "The Applications of Acetone and Ethyl Acetate." In Solvents as Reagents in Organic Synthesis, 161–97. Weinheim, Germany: Wiley-VCH Verlag GmbH & Co. KGaA, 2017. http://dx.doi.org/10.1002/9783527805624.ch5.

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Drent, E. "Production of Ethyl Acetate and Propionic Acid from Methanol and Synthesis Gas." In ACS Symposium Series, 154–75. Washington, DC: American Chemical Society, 1987. http://dx.doi.org/10.1021/bk-1987-0328.ch011.

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Unger, Thomas A. "Methoxy Ethyl Mercury Acetate." In Pesticide Synthesis Handbook, 395. Elsevier, 1996. http://dx.doi.org/10.1016/b978-081551401-5.50317-8.

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von Angerer, S. "Reaction of a Substituted Acetate with Ethyl Formate and Guanidine." In Science of Synthesis Knowledge Updates KU 2011/1, 1. Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-116-00120.

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Taber, Douglass F. "The Fukuyama Synthesis of Gelsemoxonine." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0091.

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The compact and highly functionalized Gelsemium alkaloids, exemplified by gelsemine (OHL20060403) and gelsemoxonine 3, offer a substantial challenge. The cytotoxicity of closely related alkaloids adds to the interest in this class. Tohru Fukuyama of the University of Tokyo envisioned (J. Am. Chem. Soc. 2011, 133, 17634) that cyclopropane-accelerated Cope rearrangement of 1 could deliver 2, ready for further functionalization to 3. The starting material for the synthesis was the enantiomerically pure acetate 4, for which a practical synthetic route was developed. Conjugate addition of 5 then proceeded away from the acetoxy group to give, after intramolecular alkylation, the cyclopropane 6. Selective protection of the derived triol 7 led to a monopivalate that was oxidized to the keto aldehyde 8. Condensation with the oxindole 9 followed by silylation then completed the assembly of 1. The trisubstituted alkene of 1 was established as a single geometric isomer. It followed that in the product 2, the oxindole and the bridging ether had the appropriate relative stereochemical arrangement. The product silyl enol ether was deprotected with fluoride to liberate the ketone 2. With 2 in hand, the next challenge was the kinetic installation of the less stable secondary aminated stereogenic center. To this end, the aldehyde 10 was exposed to TMS-CN and DBU. Under the reaction conditions, the alkene of the intermediate β,γ-unsaturated silylated cyanohydrin was brought into conjugation. Kinetic quench with allyl alcohol gave 11 with a 4:1 preference for the desired endo diastereomer 11. Inversion of the carboxyl then led to the protected amine 12. The ketone 12 was formylated under modified Vilsmeier-Haack conditions, first with Bredereck’s reagent 13 and then with oxalyl chloride, leading to the chloro aldehyde 14. The chlorine was removed by selective Pd-catalyzed reduction, and the product aldehyde was exposed to ethyl magnesium bromide followed by IBX to give the ethyl ketone 15. Epoxidation of the α,β-unsaturated ketone proceeded across the expected exo face leading to 16. The deprotected amine then opened the epoxide to establish the aminated quaternary center and complete the synthesis of gelsemoxonine 3.
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6

Taber, Douglass F. "The Nakada Synthesis of (-)-FR182877." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0084.

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The Streptomyces metabolite (-)-FR182877 3 binds to and stabilizes microtubules, showing the same potency of anticancer activity as Taxol (paclitaxel). Masahisa Nakada of Waseda University assembled (Angew. Chem. Int. Ed. 2009, 48, 2580) the hexacyclic ring system of 3 by the tandem intramolecular Diels-Alder–intramolecular hetero Diels-Alder cyclization of 1, generating seven new stereogenic centers in a single step. The construction of the pentaene substrate 1 started with the known aldehyde 4, prepared by homologation of commercial ethyl 3-methyl-4-oxocrotonate. Addition of the propionyl oxazolidine anion 5 proceeded with high diastereocontrol, to give 6. The acyl oxazolidinone was not an efficient acylating agent, so it was converted to the Weinreb amide. Protection and deprotection then delivered the allylic acetate 7. The key step in the pentaene assembly was the carefully optimized Negishi-Wipf methylation of 8, followed by Pd-mediated coupling of the alkenyl organometallic so generated with the allylic acetate, to give 9. Condensation of the derived keto phosphonate 11 with the known aldehyde 12 then delivered the enone 13. The Nakada group has worked extensively on the intramolecular Diels-Alder reaction of substrates such as 1. They have shown that protected anti diols such as 1 cyclize with substantial diastereocontrol and in the desired sense. In contrast, cyclizations of protected syn diols proceed with poor diastereocontrol. The enone 13 was therefore reduced to the anti diol and protected, leading to 14 . Oxidation of 14 at room temperature led to a complex mixture, but slow oxidation at elevated temperature delivered 2 . Although the yield of 2 was not much better than if the reactions were carried out sequentially, first the intramolecular Diels-Alder cyclization, then the intramolecular hetero Diels-Alder cyclization, with the cascade protocol pure 2 was more readily separated from the reaction matrix. With 2 in hand, there was still the challenge of assembling the seven-membered ring. Cyclization was effected with an intramolecular Heck protocol. The two diastereomers of the allylic alcohol 15 cyclized with comparable efficiency. Ir-catalyzed alkene migration then converted the allylic alcohols to a mixture of ketones, which was equilibrated to give the more stable diasteromer.
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Kovalenko, Galina, and Larisa Perminova. "Heterogeneous Biocatalysts for the Final Stages of Deep Processing of Renewable Resources into Valuable Products." In Molecular Biotechnology [Working Title]. IntechOpen, 2020. http://dx.doi.org/10.5772/intechopen.89411.

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Heterogeneous biocatalysis is a part of biotechnology and it has commercial potential for industrial implementation, in particular the final stages of deep processing of renewable raw materials. The commercially attractive heterogeneous biocatalysts are prepared by immobilizing practically valuable enzymatic active substances onto solid inorganic supports. Heterogeneous biocatalytic processes of the target conversion of substrate into valuable market product are carried out in periodic or continuous modes using traditional batch and packed-bed reactors, as well as novel types of vortex reactors in accordance with the principles of green chemistry. Heterogeneous biocatalysts for the final stages of deep processing of vegetable raw materials such as starch and oils are described here. One of the biocatalysts is glucoamylase immobilized by adsorption on mesoporous carbon support Sibunit™ type. This glucoamylase-active biocatalyst is used at the stage of starch saccharification, i.e., hydrolysis of dextrin to treacle and glucose syrups used in food and confectionary industries. The second of the biocatalysts is recombinant T. lanuginosus lipase immobilized on mesoporous silica KSK™ type and macroporous carbon aerogel. These lipase-active biocatalysts can effectively compete with traditional organic synthesis catalysts, and they are used in low-temperature processes carried out in unconventional anhydrous media such as interesterification of vegetable oils’ triglycerides with ethyl acetate for producing ethyl esters of fatty acids (biodiesel and vitamin F) and esterification of fatty acids with aliphatic alcohols for synthesis of various esters used as fragrances, flavorings, odors, emollients, and nonionic surfactants in perfume and cosmetics industries. The prepared heterogeneous biocatalysts due to their high enzymatic activity and operational stability are promising for practical implementation.
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Sahin, Serap, Päivi Mäki-Arvela, Jean-Philippe Tessonnier, Alberto Villa, Lidong Shao, Dang Sheng Su, Robert Schlögl, Tapio Salmi, and Dmitry Yu Murzin. "Effect of the carbon nanotube basicity in Pd/N-CNT catalysts on the synthesis of R-1-phenyl ethyl acetate." In Scientific Bases for the Preparation of Heterogeneous Catalysts - Proceedings of the 10th International Symposium, Louvain-la-Neuve, Belgium, July 11-15, 2010, 283–87. Elsevier, 2010. http://dx.doi.org/10.1016/s0167-2991(10)75043-6.

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9

Taber, Douglass F. "The Carreira Synthesis of (±)-Gelsemoxonine." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0104.

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The traditional Chinese pharmacopeia includes Gelsemium elegans benth, from which the alkaloid gelsemoxonine 3 was isolated. Erick M. Carreira of the Eidgenössische Technische Hochschule Zürich envisioned (J. Am. Chem. Soc. 2013, 135, 8500) that the unusual azetidine ring of 3 could be established by Brandi contraction of 1 to give 2. Following Brandi and Salaün (Eur. J. Org. Chem. 1999, 2725), the hemiketal 4 was carried onto the aldehyde 9. Condensation with nitromethane followed by dehydration gave the unsaturated nitrile oxide, which cyclized to 10. Epoxidation of 10 across the more open face gave an intermediate epoxide. Addition of 11 to the epoxide, promoted by InBr3, delivered 12 with good stereocontrol. CeCl3-mediated addition of 1-propynyl lithium completed the assembly of 1. A cyclopropanone could be seen as the addition product of carbon monoxide to an alkene. On exposure of 1 to acid, this formal addition was reversed, leading to the β-lactam 2. A computational study of this cleavage was recently reported (Eur. J. Org. Chem. 2011, 5608). Conceptually, one can imagine protonation activating the C–N bond for cleavage, leading to an intermediate such as 14, which then fragments to the acylium ion, leading to cyclization. It is unlikely that 14 would have any real lifetime. On warming with the Petasis reagent, the Boc-protected β-lactam was converted to the alkene 15. Hydroboration proceeded to give the alcohol 16 as a single diastereomer. Reduction followed by oxidation to 17 then set the stage for intramolecular aldol condensation to give 18. The last challenge was the diastereoselective assembly of the N-methoxyoxindole. To this end, oxidation and dehydration of 18 led to the bromo amide 20. As hoped, Heck reductive cyclization proceeded across the more open face of the alkene, leading to 21. Hydroxyl-directed hydrosilylation of the pendant alkyne to give the ethyl ketone then completed the synthesis of gelsemoxonine 3. Twice in this synthesis, advantage was taken of the preparation and reactivity of heteroatom-substituted alkenes. Dimethyl dioxirane, generated as a solution in acetone, was sufficiently water free that the epoxide derived from 10 could survive long enough to react in a bimolecular sense with the ketene silyl acetal 11.
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Taber, Douglass F. "C–O Natural Products: (–)-Hybridalactone (Fürstner), (+)-Anthecotulide (Hodgson), (–)-Kumausallene (Tang), (±)-Communiol E (Kobayashi), (–)-Exiguolide (Scheidt), Cyanolide A (Rychnovsky)." In Organic Synthesis. Oxford University Press, 2015. http://dx.doi.org/10.1093/oso/9780190200794.003.0051.

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Control of the absolute configuration of adjacent alkylated stereogenic centers is a classic challenge in organic synthesis. In the course of the synthesis of (–)-hybridalactone 4, Alois Fürstner of the Max-Planck-Institut Mülheim effected (J. Am. Chem. Soc. 2011, 133, 13471) catalytic enantioselective conjugate addition to the simple acceptor 1. The initial adduct, formed in 80% ee, could readily be recrystallized to high ee. In an alternative approach to high ee 2,3-dialkyl γ-lactones, David M. Hodgson of the University of Oxford cyclized (Org. Lett. 2011, 13, 5751) the alkyne 5 to an aldehyde, which was condensed with 6 to give 7. Coupling with 8 then delivered (+)-anthecotulide 9. The enantiomerically pure diol 10 is readily available from acetylacetone. Weiping Tang of the University of Wisconsin dissolved (Org. Lett. 2011, 13, 3664) the symmetry of 10 by Pd-mediated cyclocarbonylation. The conversion of the lactone 11 to (–)-kumausallene 12 was enabled by an elegant intramolecular bromoetherification. Shoji Kobayshi of the Osaka Institute of Technology developed (J. Org. Chem. 2011, 76, 7096) a powerful oxy-Favorskii rearrangement that enabled the preparation of both four-and five-membered rings with good diastereocontrol, as exemplified by the conversion of 13 to 14. With the electron-withdrawing ether oxygen adjacent to the ester carbonyl, Dibal reduction of 14 proceeded cleanly to the aldehyde. Addition of ethyl lithium followed by deprotection completed the synthesis of (±)-communiol E. En route to (–)-exiguolide 18, Karl A. Scheidt of Northwestern University showed (Angew. Chem. Int. Ed. 2011, 50, 9112) that 16 could be cyclized efficiently to 17. The cyclization may be assisted by a scaffolding effect from the dioxinone ring. Dimeric macrolides such as cyanolide A 21 are usually prepared by lactonization of the corresponding hydroxy acid. Scott D. Rychnovsky of the University of California Irvine devised (J. Am. Chem. Soc. 2011, 133, 9727) a complementary strategy, the double Sakurai dimerization of the silyl acetal 19 to 20.
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Conference papers on the topic "Ethyl Acetate synthesis"

1

KIM, YOU JEONG, WON HI HONG, and JONG KI PARK. "MEASUREMENT OF RESIDUE CURVE MAPS IN ETHYL ACETATE SYNTHESIS." In Proceedings of the 4th International Conference. WORLD SCIENTIFIC, 2004. http://dx.doi.org/10.1142/9789812702623_0064.

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Meireles, Bruno Amaral, and Vera Lúcia Patrocinio Pereira. "Acetins Production via Transesterification of Ethyl Acetate with Glycerol Using Heterogeneous Acid Catalysts." In 14th Brazilian Meeting on Organic Synthesis. São Paulo: Editora Edgard Blücher, 2013. http://dx.doi.org/10.5151/chempro-14bmos-r0046-1.

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Zhixian Huang, Hui Tian, Ting Qiu, and Yanxiang Wu. "Notice of Retraction: Simulation studies of reactive distillation processes for synthesis of ethyl acetate." In 2010 3rd IEEE International Conference on Computer Science and Information Technology (ICCSIT 2010). IEEE, 2010. http://dx.doi.org/10.1109/iccsit.2010.5564623.

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Shanshan Qin, Yan Song, Kailin Han, Yuan Wang, and Peng Yu. "Design, synthesis and bioactivity of ethyl 2-((1-methyl-2, 3-dioxoindolin-5-yl) methoxy) acetate." In 2011 International Symposium on Information Technology in Medicine and Education (ITME 2011). IEEE, 2011. http://dx.doi.org/10.1109/itime.2011.6130822.

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Komintarachat, Cholada, Manida Tongroon, and Sathaporn Chuepeng. "Biofuel Synthesis from Waste Cooking Oils and Ethyl Acetate via Interesterification under CaO Catalyst from Waste Eggshells." In 2018 Third International Conference on Engineering Science and Innovative Technology (ESIT). IEEE, 2018. http://dx.doi.org/10.1109/esit.2018.8665032.

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Yusmaniar, Arie Restu, Nurhidayani, and Fera Kurniadewi. "Synthesis of tannin phenol formaldehyde (Tpf) copolymer from ethyl acetate extract of green tea leaf (Camellia Sinensis) as bioadhesive wood." In THE 4TH INTERNATIONAL CONFERENCE ON INDUSTRIAL, MECHANICAL, ELECTRICAL, AND CHEMICAL ENGINEERING. Author(s), 2019. http://dx.doi.org/10.1063/1.5098290.

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Demolle, D., E. J. Cragoe, and J. M. Boeynaems. "MECHANISMS INVOLVED IN 5-HT STIMULATION OF PROSTACYCLIN PRODUCTION BY BOVINE AORTIC SMOOTH MUSCLE CELLS." In XIth International Congress on Thrombosis and Haemostasis. Schattauer GmbH, 1987. http://dx.doi.org/10.1055/s-0038-1642841.

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Serotonin (5-HT) stimulates prostacyclin (PGI2) production by bovine aortic smooth muscle cells in culture via 5-HT2 receptors (1). These cells express a synthetic phenotype (2), whereas the majority of the smooth muscle cells in the media from adult arteries are in a contractile state. We have now shown that 5-HT (1-10 μM) also stimulates PGI2 production by a preparation of contractile smooth muscle cells : explants from bovine aortic media cultured for short periods. This effect is independent from 5-HT2 receptors : it is only partially inhibited (±30%) by ketan-serin (a selective and potent 5-HT2 antagonist) and is perfectly mimicked by a 5-HT1 agonist, 5-carboxamidotryptamine. 5-HT2 receptors seem to be linked to a phospholipase C (3), with subsequent accumulation of inositol tr isphosphate , Ins(1,4,5)P3, and diacylglycerol, an activator of protein kinase C. We have observed a stimulatory effect of phorbol 12-myristate, 13-acetate (a selective activator of kinase C) on PGI2 production by the bovine aortic smooth muscle cells (synthetic state), whereas it was totally ineffective on media explants preparation (contractile state). Furthermore, in the smooth muscle cells in culture, the 5-HT effect can be inhibited by (ethyl-isopropyl)amiloride, a potent and selective inhibitor of the Na+/H+ antiporter. In conclusion it appears that the regulation mechanisms of PGI2 production in arterial smooth muscle cells are strongly dependent an the phenotypic state of these cells. The control of PGI2 release via 5-HT2 receptors seems to involve a cytoplasmic alkalinization, via the activation of protein kinase C. The mechanism of 5-HT action in the media explants remains to be elucidated.(1) Coughlin, S.R. et al.: Proc . Natl. Acad. Sci. USA 78(11), 7134-7138, 1981.(2) Chamley-Campbell, J.H. and Campbell, G.K.: Atherosclerosis 40, 347-357, 1981.(3) Roth, B.L. et al.: J. Pharm. Exp. Ther. 238(2), 480-485, 1986.
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