文章摘要
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):
新型烟用香料2-(邻羟基苯基)环丙烷-1-甲酸的合成研究
Synthesis of Novel Tabacco Flavor 2-(2-Hydroxyphenyl)cyclopropane-1-carboxlic Acid
投稿时间:2013-05-09  修订日期:2013-06-19
DOI:
中文关键词: 2-(邻羟基苯基)环丙烷-1-甲酸  烟用香料  合成
英文关键词: 2-(2-hydroxyphenyl)cyclopropane-1-carboxlic acid  tabacco flavor  synthesis
基金项目:
作者单位E-mail
朱为宏 华东理工大学 精细化工研究所 whzhu@ecust.edu.cn 
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中文摘要:
      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。
英文摘要:
      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.
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