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日用化学工业（中英文）

日用化学工业 ›› 2014, Vol. 44 ›› Issue (9): 517-520.doi: 10.13218/j.cnki.csdc.2014.09.116

• 开发与应用 • 上一篇    下一篇

6,7-二甲氧基香豆素的合成

刘显明, 汤小芳   

  1. 南京理工大学 泰州科技学院 化工学院,江苏 泰州 225300
  • 收稿日期:2014-03-29 出版日期:2014-09-22 发布日期:2019-04-08
  • 作者简介:刘显明(1981-),男,山东青岛人,硕士,讲师,电话:(0523)86150058,E-mail:che_2005master@163.com。

Synthesis of 6,7-dimethoxycoumarin

LIU Xian-ming, TANG Xiao-fang   

  1. Department of Chemical Engineering,Taizhou Institute of Science and Technology,NJUST,Taizhou,Jiangsu 225300,China
  • Received:2014-03-29 Online:2014-09-22 Published:2019-04-08

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摘要： 首先由2,4,5-三甲氧基苯甲醛与三溴化硼经脱甲基化反应生成4,5-二甲氧基水杨醛,收率约64%;然后在碱性条件下与丙二酸二乙酯经Knoevenagel缩合反应生成4,5-二甲氧基-2-羟基苯丙烯酸乙酯,收率约79%;最后与二氯亚砜经环合反应得到6,7-二甲氧基香豆素,收率可达51%,并对各步产物通过1HNMR和MS等进行表征,结果表明,各步反应中均得到了目标产物。

关键词: 香料, 6,7-二甲氧基香豆素, 脱甲基化反应, 缩合反应, 环合反应

Abstract: First intermediate,4,5-dimethoxysalicylaldehyde was synthesized by demethylation of 2,4,5-trimethoxybenzaldehyde with boron tribromide.The yield is about 64%.Then second intermediate 4,5-dimethoxy-2-hydroxy ethyl phenylacrylate was prepared from the first intermediate by reaction with ethyl malonate and the yield is about 79%.Finally the targeted product 6,7-dimethoxycoumarin was synthesized from the second intermediate via cyclization with thionyl chloride and yield is about 51%.All the intermediates and product were characterized by 1HNMR and MS.The results showed that the targeted intermediates and product were prepared as required.

Key words: fragrance, 6,7-dimethoxycoumarin, demethylation, condensation, cyclization

中图分类号: 

  • TQ655