第 45 卷第 5 期 Vol. 45 No. 5 2015 年 10 月 Oct 2015

所属栏目：医药及中间体 手性拆分剂一水合-L-二苯甲酰酒石酸的合成工艺研究

唐子涵1，周 银2，徐 帅2，廖晓云1 （1. 长沙市明德中学，湖南 长沙 410006；2. 中南大学 化学化工学院，湖南 长沙 410083）

摘　要：以L-酒石酸、苯甲酰氯为起始原料，甲苯为溶剂，经过酯化、酐化和水解2步反应得到手性拆分剂一水合-L-苯甲酰酒石酸，并优化了工艺条件。结果表明，在n（L-酒石酸）∶n（苯甲酰氯）=1∶3.1、反应温度为120~125℃、反应时间3.5 h及酸酐水解体系为甲苯／水、n（酸酐）∶n（水）=1∶4、反应温度为100~105℃、水解时间3 h的反应条件下，目标化合物的总收率达84.1%，纯度大于99.5%。该方法反应收率高，后处理简便，污染少，工艺条件易于控制，适合工业生产。

关键词：手性拆分剂；L-酒石酸；L-二苯甲酰酒石酸；苯酰氯

中图分类号：O625　　文献标识码：A　　文章编号：1009-9212（2015）05-0034-04

Practical Syntheses of L-Dibenzoyltartaric Acid Monohydrate for Chiral Separation Agent

TANG Zi-han1, ZHOU Yin2, XU Shuai2, LIAO Xiao-yun1 (1. Mingde Middle School, Changsha 410006, China; 2. School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China)

Abstract：Using L-tartaric acid and benzoyl chloride as starting materials and toluene as the solvent, L-dibenzoyltartaric acid monohydrate was synthesized via esterification, anhydridization and hydrolysis. The influential factors on the reaction yield were evaluated. The optimum reaction conditions were obtained as follows: n(L-tartaric acid):n(benzoyl chloride)=1:3.1, reaction temperature 120~125℃, reaction time 3.5 h; in toluene-water hydrolysis process, n(L-dibenzoyltartaric anhydride):n(water)=1:4, reaction temperature 100~105℃, hydrolysis time 3 h. The target product was synthesized in high yield of 84.1% with high purity of 99.5%. The process has the advantages of high yield, simple operation, low pollution and easy-control process condition, therefore, this method have good prospect in industrial application.

Key words：chiral resolving agents; L-tartaric acid; L-dibenzoyltartaric acid; benzoyl chloride

作者简介：唐子涵（1997-），男，湖南长沙人，主要从事药物研究（E-mail：hongwai2012@163.com）。

收稿日期： 2015-08-2