盐酸黄连素的合成研究
收稿日期: 2015-11-16
修回日期: 2016-01-02
网络出版日期: 2016-02-18
基金资助
西南民族大学中央高校基本科研业务费专项资金(No.2014NZYQN21)、四川省教育厅(No.15ZB0487)资助项目.
A Novel Synthetic Route for Berberine Chloride
Received date: 2015-11-16
Revised date: 2016-01-02
Online published: 2016-02-18
Supported by
Project supported by the Fundamental Research Funds for the Central Universities, Southwest University for Nationalities (No. 2014NZYQN21), and the Research Projects Sichuan Provincial Department of Education (No. 15ZB0487).
以儿茶酚为起始原料, 与二氯甲烷在碱性条件下进行亲核取代, 再进行氯甲基化反应、亲核取代、水解、脱羧, 酰胺化得化合物2~6, 后经霍夫曼重排得3,4-亚甲二氧基苯乙胺(8), 最后缩合、环化得盐酸黄连素1, 合成盐酸黄连素的总收率为13.6 %. 化合物1~9的结构经过1H NMR、13C NMR、质谱确认.
关键词： 儿茶酚; 3,4-亚甲二氧基苯乙胺; 盐酸黄连素; 合成
陈程 , 罗卓玛 , 杨鸿均 , 冯豫川 . 盐酸黄连素的合成研究[J]. 有机化学, 2016 , 36(6) : 1426 -1430 . DOI: 10.6023/cjoc201511028
Berberine chloride was synthesized starting from pyrocatechol in overall 13.6% yield. The key steps include a Hofmann rearrangement, chloromethylation, nucleophilic substitution, hydrolysis, decarboxylation, and cyclization. All of intermediates were determined by 1H NMR, 13C NMR, MS techniques.
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