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5-苯基-2H-吡喃-2-酮的合成研究
引用本文:张辉,王燕,陈荣荣,刘玉倩,赵爱华,许永男. 5-苯基-2H-吡喃-2-酮的合成研究[J]. 精细化工中间体, 2010, 40(3): 26-28
作者姓名:张辉  王燕  陈荣荣  刘玉倩  赵爱华  许永男
作者单位:1. 沈阳药科大学,制药工程学院,辽宁,沈阳,110016
2. 东北制药总厂,辽宁,沈阳,110026
摘    要:以苯乙醛为原料,经缩合、Michael加成、水解、环合、溴代、脱氢6步反应合成5-苯基-2H-吡喃-2-酮,其结构经1HNMR、MS进行了确证。并对反应条件进行了研究,确定优化反应条件为:n(2):n(丙烯酸甲酯)=1:1.5,n(5):n(N-溴代丁二酰亚胺)=1:10,成环反应时间14h。该合成总收率为32%。

关 键 词:2H-吡喃-2-酮  合成  抗癌

Study on Synthesis of 5-(Substituted phenyl)-2H-pyran-2-one
ZHANG Hui,WANG Yan,CHEN Rong-rong,LIU Yu-qian,ZHAO Ai-hua,XU Yong-nan. Study on Synthesis of 5-(Substituted phenyl)-2H-pyran-2-one[J]. Fine Chemical Intermediates, 2010, 40(3): 26-28
Authors:ZHANG Hui  WANG Yan  CHEN Rong-rong  LIU Yu-qian  ZHAO Ai-hua  XU Yong-nan
Affiliation:1.School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang 110016,China;2.Northeast Pharmaceutical Group Co.,Ltd.,Shenyang 110026,China)
Abstract:The title compound was synthesized from phenyl acetaldehyde via Michael addition,acidification,cyclization,bromination and dehydrogenation.The structure of the target compound was confirmed with 1H NMR and MS.Upon optimization of the reaction conditions were obtained:n(enamine):n(acrylic ester)=1:1.5,n(NBS):n(5)=10:1,and the cyclization reaction time 14 h.The process gave the product in overall yield of 32% under the optimum conditions.
Keywords:2H-pyran-2-one  synthesis  anticancer
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