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N-烷基-3-吡咯酮类化合物的合成
引用本文:李乐平,段学民,陈立功.N-烷基-3-吡咯酮类化合物的合成[J].精细化工,2005,22(2):158-160.
作者姓名:李乐平  段学民  陈立功
作者单位:天津大学,药物科学与技术学院,天津,300072;天津大学,药物科学与技术学院,天津,300072;天津大学,药物科学与技术学院,天津,300072
摘    要:通过合成正己基、正辛基、苄基3种不同取代基的N 烷基 3 吡咯酮,对N 烷基 3 吡咯酮类化合物的合成方法进行了研究。以胺类化合物为原料,与丙烯酸甲酯进行Michael加成,所得一次加成物再与氯乙酸甲酯反应,其产物在甲醇钠存在下进行Dieckmann环合,最后在酸性条件下脱羧,高收率得到N 正己基 3 吡咯酮,N 正辛基 3 吡咯酮和N 苄基 3 吡咯酮,总收率分别为73%,81%和78%。

关 键 词:吡咯酮  Michael加成  Dieckmann环合  脱羧
文章编号:1003-5214(2005)02-0158-03

Synthesis of N-Alkyl-3-pyrrolidinones
LI Le-ping,DUAN Xue-min,CHEN Li-gong.Synthesis of N-Alkyl-3-pyrrolidinones[J].Fine Chemicals,2005,22(2):158-160.
Authors:LI Le-ping  DUAN Xue-min  CHEN Li-gong
Affiliation:LI Le-ping,DUAN Xue-min,CHEN Li-gong~*
Abstract:The synthetic method of N-alkyl-3-pyrrolidinones was studied through the syntheses of hexyl,octyl and benzyl substituted pyrrolidinones.The target compounds were obtained in high yields through the following processes.Michael conjugative additions were conducted with amines and methyl acrylate,the single adducts were treated with methyl chloroacetate,and then,Dieckmann cyclocondensation of the obtained compounds was carried out in the presence of sodium methoxide,followed by decarboxylation in acid.Yields of N-hexyl,N-octyl and N-benzyl-3-pyrrolidinone were 73%,81% and 78% respectively.
Keywords:pyrrolidinone  Michael addition  Dieckmann cyclocondensation  decarboxylation
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