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Study on Synthesis and Technology of Methyl 2-(3-oxo-2-pentylcyclopentyl) Acetate

Author: CaoYongXing
Tutor: PengXinHua
School: Nanjing University of Technology and Engineering
Course: Applied Chemistry
Keywords: 2 - pentyl cyclopentanone -3 - acetic acid methyl ester Aldol Isomerization Michael addition Selective decarboxylation
CLC: TQ234.2
Type: Master's thesis
Year: 2010
Downloads: 98
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Abstract


2 - pentyl cyclopentyl one-3 - methyl acetate is a stable synthetic perfume has a unique aroma and organic intermediates . The thesis as raw materials the valeraldehyde with cyclopentanone aldol condensation , isomerization , Michael addition and selective decarboxylation reaction process synthesis - amyl cyclopentanone -3 - methyl acetate , fully synthetic production rate of 58.4% , and its synthesis process . Prepared by aldol condensation of 2 - pentylidene cyclopentanone reaction process , respectively, discussed the condensation reaction of the under base-catalyzed conditions, a variety of Lewis acid catalyzed conditions , and the modified hydrotalcite catalytic system of n-valeraldehyde and cyclopentanone . In the process improvement of the traditional base catalyzed system , the yield of 2 - pentamethylene cyclopentanone reached 80.8%, the selectivity was 90.8% , while the Lewis acid catalyst system due to self-condensation of n-valeraldehyde serious cause poor selectivity . Solid catalyst modified hydrotalcite catalyst system exhibit good catalytic properties , n-pentyl aldehyde conversion rate reached 90.2% , 2 - pentamethylene cyclopentanone selectivity of 91.5% , from the solid catalyst having the amphoteric active bit The structure and surface properties . In the synthesis process of 2 - pentyl -2-yl - cyclopentenone of the response factor for the isomerization reaction . In n-butanol solvent medium , the use of 5 mol / L of hydrochloric acid as the catalyst , and refluxed for 7 h , the reaction yield was 96.1% . The resulting 2 - pentyl-2 - cyclopentenone and malonate role Synthesis of 3 - ( 3 - oxo-2 - pentyl ) cyclopentyl malonate process discussed reaction temperature , amount of catalyst addition process . Alcohol solution of sodium methoxide under catalytic conditions , -5 ℃ for 12 h, and the yield up to 79.6% . Selective decarboxylation to generate the final product 2 - pentyl the cyclopentanone -3 - acetic acid methyl ester process , the discussion of the reaction conditions and an acid catalyst under the conditions of selective decarboxylation process and the reaction mechanism , and decarboxylation yield up to 94.5% .

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CLC: > Industrial Technology > Chemical Industry > Basic Organic Chemistry Industry > The production of carbon - ring compounds,alicyclic compounds > Cycloaliphatic aldehydes, ketones and their derivatives > Alicyclic family ketone
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