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新型烟用香料2-(邻羟基苯基)环丙烷-1-甲酸的合成研究
引用本文:朱为宏. 新型烟用香料2-(邻羟基苯基)环丙烷-1-甲酸的合成研究[J]. 精细化工, 2013, 30(11)
作者姓名:朱为宏
作者单位:华东理工大学 精细化工研究所
摘    要:以邻甲氧基苯乙烯为原料,先进行二氯加成反应,然后与丙二酸二乙酯进行环丙烷基化反应,再通过Krapcho 脱酯基反应,最后在碱性条件下用苯硫酚去甲基化形成新型烟用香料2-(邻羟基苯基)环丙烷-1-甲酸,总收率达53%。目标化合物通过核磁、质谱进行了表征。该路线反应条件温和、试剂廉价易得且收率高,为其工业化合成提供了参考。

关 键 词:2-(邻羟基苯基)环丙烷-1-甲酸;烟用香料;合成
收稿时间:2013-05-09
修稿时间:2013-06-19

Synthesis of Novel Tabacco Flavor 2-(2-Hydroxyphenyl)cyclopropane-1-carboxlic Acid
ZHU Wei-hong. Synthesis of Novel Tabacco Flavor 2-(2-Hydroxyphenyl)cyclopropane-1-carboxlic Acid[J]. Fine Chemicals, 2013, 30(11)
Authors:ZHU Wei-hong
Affiliation:Institute of Fine Chemicals, East China University of Science & Technology
Abstract:2-(2-Hydroxyphenyl)cyclopropane-1-carboxlic acid (HCCA) was prepared from the starting material of 2-methoxystyrene via the chlorine-addition, cyclopropanation reaction with diethyl malonate, Krapcho decarboxylation and demethylation using thiophenol as nucleophiles under alkali conditions with a high total yield of 53%. The target product was also confirmed through 1H NMR, 13C NMR, GC-MS and HRMS. The synthetic process of HCCA can be performed under mild reaction conditions with conveniently available reagents and good yields, providing a potential route for the large-scaled syntheses.
Keywords:2-(2-hydroxyphenyl)cyclopropane-1-carboxlic acid   tabacco flavor   synthesis
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