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采用锌铜齐-二碘甲烷试剂合成2,2-二甲基环丙烷甲酸甲酯
引用本文:张燕,石晓华,詹自力,周彩荣.采用锌铜齐-二碘甲烷试剂合成2,2-二甲基环丙烷甲酸甲酯[J].精细与专用化学品,2010,18(6):36-38.
作者姓名:张燕  石晓华  詹自力  周彩荣
作者单位:郑州大学化工学院,河南,郑州,450001
摘    要:2,2二甲基环丙烷甲酸甲酯是重要的医药中间体。以异戊烯酸为原料,经酯化、烯键的环丙烷化两步反应得到2,2-二甲基环丙烷甲酯。采用锌铜齐-二碘甲烷作环丙烷化试剂,通过单因素选优法得到最佳反应条件为:n(异戊烯酸甲酯)∶n(二碘甲烷)∶n(锌铜齐Ⅲ)=1∶3.0∶3.0;混合溶剂为V(二氯甲烷)∶V(无水乙醚)=6∶1;回流温度下反应9h。在此条件下,2,2-二甲基环丙烷甲酯的收率达到84.6%。此路线步骤简单、成本较低、收率较高。

关 键 词:2  2-二甲基环丙烷甲酸甲酯  环丙烷化  异戊烯酸甲酯

The synthesis of 2,2-dimethyl cyclopropanecarboxylate by Zn(Cu)-diiodomethane
ZHANG Yan,SHI Xiao-hua,ZHAN Zi-li,ZHOU Cai-rong.The synthesis of 2,2-dimethyl cyclopropanecarboxylate by Zn(Cu)-diiodomethane[J].Fine and Specialty Chemicals,2010,18(6):36-38.
Authors:ZHANG Yan  SHI Xiao-hua  ZHAN Zi-li  ZHOU Cai-rong
Affiliation:(The School of Chemical Engineering,Zhengzhou University,Zhengzhou 450001,China)
Abstract:2,2-dimethyl cyclopropanecarboxylate is an important intermediate of medicine,which was prepared via esterification,cyclopropanation using 2-methylbutenoic acid as starting material.Using zinc/copper as catalyst,the cyclopropanation proceeded easily with diiodomethane.Some factors which effect the reaction were also discussed,and the proper conditions were given as follows:n(methyl 3-methyl-2-butenoate):n(diiodomethane): n(Zn-CuⅢ)=1:3.0:3.0,the solvent is V(methylene dichloride):V(absolute ethyl ether) =6:1,and the reaction time is 9 hours under reflux temperature.Under the optimic conditions,the yield of 2,2-dimethyl cyclopropanecarboxylate is 84.6%.This route has advantages such as simple procedure,higher yield and lower cost.
Keywords:2  2-dimethyl cyclopropanecarboxylate  cyclopropanation  methyl 3-methyl-2-butenoate
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