2-乙氧羰基-3-甲基-4,5-四亚甲基吡咯的合成  

Synthesis of 2-Ethoxycarbonyl-3-methyl-4,5-tetramethylenepyrrole

作　　者：徐海云[1] 来兰梅[1] 刘瑛[1] 

机构地区：[1]商丘师范学院化学系,河南商丘476000

出　　处：《合成化学》2010年第1期104-106,共3页Chinese Journal of Synthetic Chemistry

基　　金：河南省科技厅科技攻关资助项目(082102210050);河南省教育厅自然科学研究计划资助项目(2008B150018)

摘　　要：以乙酰乙酸乙酯(1)为原料,在醋酸中与亚硝酸钠通过肟化反应制得N-羟基亚胺乙酰乙酸乙酯(2);2在醋酸缓冲溶液中经锌粉还原后与环己酮加成环化合成了2-乙氧羰基-3-甲基-4,5-四亚甲基吡咯(3),其结构经1H NMR,IR和元素分析表征。较适宜的反应条件为:1100 mmol,n(Zn)∶n(1)=2.9∶1.0,在醋酸中回流反应,总收率39%;以多步反应的最佳反应条件进行"一锅煮"合成3,收率50%。N-hydroxyimino ethyl acetoacetate（2） was prepared by oximation of ethyl acetoacetate （1） with NANO2 in acetic acid. 2 was reduced by zinc dust, and then eyclized by addition to cyclohexanone in acetate buffer solution to obtain 2-ethoxycarbonyl-3-methyl-d, 5-tetramethylenepyrrole （3）. The appropriate reaction conditions at reflux were as follows： 1 was 100 retool, n（Zn） ： n（1） was 2.9 ： 1.0. The total yield was 39% under the conditions, The structure of 4 was characterized by ^1H NMR, IR and elemental analysis. 3 in yield of 50% was synthesized by ＂one-pot＂ method under the conditions.

关 键 词：乙酰乙酸乙酯 环己酮 加成环化 2-乙氧羰基-3-甲基-4 5-四亚甲基吡咯 "一锅煮"法 合成 

分 类 号：O626.13[理学—有机化学]