L-脯氨酸不对称催化合成二乙基2-(2-氰乙基)丙二酸

Synthesis of Diethyl 2-(2-Cyanoethyl)malonate Catalyzed by L-Proline

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%。

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.