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Synthesis and Characterization of the aryl group γ- keto esters and their γ-butyrolactone esters derivatives

Author: TianHui
Tutor: LeiWu
School: Nanjing University of Technology and Engineering
Course: Applied Chemistry
Keywords: Aryl group γ- ketoester Aryl group γ- keto acid Aryl group γ- butyrolactone Synthesis
CLC: TQ244.2
Type: Master's thesis
Year: 2010
Downloads: 45
Quote: 0
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Abstract


Aromatic hydrocarbons such as anisole, toluene , t-butylbenzene , benzene , bromobenzene substance as raw material, the succinic acid monoethyl ester chloride as the acylating agent , synthesized a series of aryl group γ- keto esters through the Friedel-Crafts reaction substances; with ethanol / NaOH alkali solution the catalyzed hydrolysis aryl group γ- ketoester obtained aryl group γ- ketoacids like substances ; with aryl Y- keto acid , benzaldehyde or anise aldehyde as raw materials through condensation, rearrangement , esterification etc. Synthesis aryl γ-butyrolactone substance . The above product , IR, 1H-NMR, MS characterization . By single factor experiments studied the ratio of materials , reaction temperature, reaction time , and reaction solvent on the impact of each step of the reaction , the optimum synthesis conditions . Succinic acid mono-ethyl chloride with aromatic substances and the molar ratio of 1.5:1 , the reaction temperature was 25 ° C , the reaction time is about 15 hours , the aryl group γ- keto esters in a yield of 49 % to 80% , and with High performance liquid chromatography analysis of the selectivity of the Friedel-Crafts reaction . Ethanol / NaOH , the amount of alkali and an aryl group γ- keto ester of a mass ratio of 3.5:1 , the reaction temperature is 70 ° C , reaction time 2h, about 94% yield of the aryl group γ- ketoacids . 1,4 - dioxane as the reaction solvent, and benzaldehyde with an aryl group γ- keto acid molar ratio of 1.5:1 , the reaction temperature was 95 ° C , the reaction time was 2h , γ-butyrolactone , aryl yield about 49% .

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CLC: > Industrial Technology > Chemical Industry > Basic Organic Chemistry Industry > The production of aromatic compounds > Aromatic aldehydes,aromatic ketones and their derivatives,quinones and their derivatives > Aromatic ketones and their derivatives
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