1-甲基-3-苯基哌嗪的合成  

The preparation of 1-Methyl-3-Phenylpiperazine

作　　者：官程波[1] 张雪梅[2] 魏萌[1] 赖焜民[1] 余章昕[1] 严兆华[1] 

机构地区：[1]南昌大学 化学系 [2]南昌大学 校医院,江西南昌330031

出　　处：《南昌大学学报（理科版）》2012年第1期58-60,68,共4页Journal of Nanchang University(Natural Science)

基　　金：江西省自然科学基金资助项目(2009GZH0078)

摘　　要：以α-溴代苯乙酸乙酯和乙二胺为起始原料首先发生环合反应制得3-苯基-2-哌嗪酮,接着经由N4用叔丁氧羰基保护、N1甲基化、N4保护基去保护和酰胺还原,最终制得1-甲基-3-苯基哌嗪,总得率为29%。在文献工作的基础上,对该路线中的第一步反应的后处理过程进行了改进,即将所得的粗产物首先和一定量的二碳酸二叔丁酯在二氯甲烷中反应,再于四氢呋喃中低温析晶得到3-苯基-2-哌嗪酮。此改进提高了产品质量,且重现性好。同时对N4上保护基和酰胺还原这两步也作了一些工艺改进,使之更适合于工业化生产。1-Methyl-3-phenylpiperazine was prepared by using ethyl α-Bromophenylacetate and ethylenediamine as the starting materials in the cyclization. Then with N4 protection of the Boc group,N1 methylation, N4 deprotection and reduction of amide group, 1-Methyl-3-phenylpiperazine was synthesised. The total yield is 29 %. On the basis of previously reported procedure,we further modified the work-up procedure in the first step of cyclization to increase the production quality and efficiency. The modification included dissolution of the crude product obtained in CH2C12 ,and subsequent reactions with a limited amount of di-tert-butyldicarbonate followed by precipitation in THF at low temperature. Our modification improved the quality of the intermediate 3-phenyl-2-piperazinone and is easily repeatable. Moreover,in the steps of N4 protection with Boc group and reduction of amide group, some chan- ges were also made for easy application to industrial manufacturing.

关 键 词：α-溴代苯乙酸乙酯 乙二胺 1-甲基-3-苯基哌嗪 合成 

分 类 号：O622.4[理学—有机化学]