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L-脯氨酸不对称催化合成二乙基2-(2-氰乙基)丙二酸
引用本文:刘正堂. L-脯氨酸不对称催化合成二乙基2-(2-氰乙基)丙二酸[J]. 精细化工, 2010, 27(6)
作者姓名:刘正堂
作者单位:1. 兰州大学,化学化工学院,甘肃,兰州,730000
2. 兰州理工大学,材料与工程学院,甘肃,兰州,730050
摘    要:以L-脯氨酸为催化剂,丙二酸二乙酯和丙烯腈为原料,经迈克尔加成反应合成了二乙基2-(2-氰乙基)丙二酸。并研究了反应条件对产物产率及对映体过量值(ee)的影响。结果表明,以吡啶为溶剂,丙二酸二乙酯0.1mol,丙烯腈0.12mol,L-脯氨酸0.04mol,反应温度35℃,反应时间48h的条件下,二乙基2-(2-氰乙基)丙二酸的产率及对映体过量值(ee)分别为74.10%和79%。

关 键 词:二乙基2-(2-氰乙基)丙二酸  L-羟脯氨酸  迈克尔加成反应  丙烯腈  丙二酸二乙酯  催化与分离提纯技术
收稿时间:2010-01-06
修稿时间:2010-03-01

Synthesis of Diethyl 2-(2-cyanoethyl) malonate Catalyzed by L-Proline
LIU Zheng-tang. Synthesis of Diethyl 2-(2-cyanoethyl) malonate Catalyzed by L-Proline[J]. Fine Chemicals, 2010, 27(6)
Authors:LIU Zheng-tang
Affiliation:Northern Coatings Industry Research & Design Institute
Abstract:Diethyl 2-(2-cyanoethyl)malonate was synthesized from diethyl malonate and acrylonitrile by the Michael addition reaction using L-proline as catalyst.The effects of the reaction condition on the yield and the enantiomeric excess value of diethyl 2-(2-cyanoethyl)malonate were investigated.74.10% yield with 79% enantiomeric excess value was obtained under the optimal reaction conditions:pyridine as solvent;the dosage of diethyl malonate,0.1 mol;the mole ratio of diethyl malonate to acrylonitrile,1∶1.2;the dosage of L-proline,0.04 mol;reaction time 48 h and temperature 35 ℃,respectively.
Keywords:Diethyl 2-(2-cyanoethyl)malonate  L-Proline   Michael addition reaction   acrylonitrile   diethyl malonate
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