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苯并呋喃-2(3H)-酮的合成
引用本文:蔡可迎,张佳伟,魏贤勇.苯并呋喃-2(3H)-酮的合成[J].应用化工,2006,35(6):414-415,419.
作者姓名:蔡可迎  张佳伟  魏贤勇
作者单位:中国矿业大学,化工学院,江苏,徐州,221008
摘    要:在乙醇钠催化下邻硝基甲苯与草酸二乙酯缩合后,经水解、双氧水氧化、盐酸酸化得到邻硝基苯乙酸,收率为62%。邻硝基苯乙酸再经硫化铵还原、重氮化反应、水解得到苯并呋喃-2(3H)-酮。考察了重氮化反应时间和水解温度对反应的影响,适宜的重氮化反应时间为30 m in,适宜的水解温度135℃,在此条件下苯并呋喃-2(3H)-酮的收率为51%。两步总收率为32%。

关 键 词:苯并呋喃-2(3H)-酮  邻硝基甲苯  邻硝基苯乙酸  合成
文章编号:1671-3206(2006)06-0414-02
收稿时间:2006-04-05
修稿时间:2006-04-05

Synthesis of benzofuran-2 (3H) -one
CAI Ke-ying,ZHANG Jia-wei,WEI Xian-yong.Synthesis of benzofuran-2 (3H) -one[J].Applied chemical industry,2006,35(6):414-415,419.
Authors:CAI Ke-ying  ZHANG Jia-wei  WEI Xian-yong
Abstract:o-Nitrophenylacetic acid was synthesized by condensation of o-nitrotoluene with diethyl oxalate catalyzed by C_2H_5ONa,hydrolysis,oxidation with H_2O_2 and acidation with HCl in about 62% yield.It was further converted to benzofuran-2(3H)-one by reduction with(NH_4)_2S,diazonation and hydrolysis.The reaction time of diazotization and the temperature of hydrolysis were investigated.The results showed that under the conditions of the reaction time of diazonation for 30 min and the temperature of hydrolysis 135℃,the yield of benzofuran-2(3H)-one is about 51%.The overall yield is about 32%.
Keywords:benzofuran-2(3H)-one  o-nitrotoluene  onitrophenylacetic acid  synthesis
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