邻氯扁桃酸的绿色手性拆分研究  

Green Chiral Resolution of 2-Chloromandelic Acid

作　　者：胡昱[1,2] 俞卓尔[1] 庄晓晓[3] 孙晓霞[3] 郭瑛[2] 李利[3] 

机构地区：[1]南昌大学化学系,江西南昌330031 [2]南昌大学基础化学实验中心,江西南昌330031 [3]江西科技师范学院有机功能分子研究所,江西南昌330013

出　　处：《化学世界》2012年第6期364-367,共4页Chemical World

基　　金：江西省科技厅科技计划项目(2010BSA18700);江西省卫生厅科技计划项目(20092044)

摘　　要：用酒石酸衍生物O,O’-二苯甲酰基酒石酸(DBTA)代替有机胺类化合物,通过金属配合拆分方法有效地拆分邻氯扁桃酸。研究了拆分溶剂体系、固体析出方式、主客体比对拆分效率的影响,建立了在"绿色溶剂"水为主要溶剂条件下,添加适量的异丙醇,搅拌析出的最佳工艺条件。实验结果表明,主客体比n(DBTA与CaO)∶n(邻氯扁桃酸)为1∶1,2.5mmol邻氯扁桃酸在6mL水和4mL异丙醇溶剂体系下,拆分效率可达到58.5%。O,O＇-Dibenzoyltartaric acid （DBTA） prepared from tartaric acid could substitute chiral amines for the coordination-mediated resolution of racemic 2-chloromandelic acid. The effects of solvent system, solid preciptation method and ratio of host and guest on the resolution of 2-chloromandelic acid were studied. The best resolution efficiency was obtained when the ratio of host and guest was 1 ： 1 in the mixture of ＂green solvent＂ water and isopropyl alcohol. The results showed that 2.5mmol racemic 2- chloromandelic acid was efficiently resoluted in 6 mL water and 4 mL isopropyl alcohol through cooling by stirring. Under the optimum conditions, the resolution efficiency could reach 58.5%.

关 键 词：邻氯扁桃酸 金属配合拆分 绿色手性拆分 

分 类 号：O621.3[理学—有机化学]