超声波相转移催化合成苜蓿素  

Synthesis of Tricin by Ultrasonic Phase Transfer Catalysis

作　　者：褚朝森[1,2] 王晓丽 胡玉涛[1] 李天雪[1,2] 王政[3] CHU Chaosen;WANG Xiaoli;HU Yutao;LI Tianxue;WANG Zheng(Lianyungang TCM Branch of Jiangsu Union Technical Institute, Lianyungang 222007;Lianyungang Common Technological Center for Drug Research and Development, Lianyungang 222007;Lianyungang Kang Cheng Biological Technology Co., Ltd., Lianyungang 222007)

机构地区：[1]江苏联合职业技术学院连云港中医药分院,江苏连云港222007 [2]连云港市药物研发共性技术中心,江苏连云港222007 [3]连云港康诚生物科技有限公司,江苏连云港222007

出　　处：《中国医药工业杂志》2019年第4期403-405,共3页Chinese Journal of Pharmaceuticals

基　　金：连云港市521人才项目基金(2015-2018)

摘　　要：本研究报道了一种合成苜蓿素的新方法。间苯三酚(2)与氯乙腈在氯化锌存在下在盐酸/乙酸乙酯中缩合得2-(2-氯-1-亚胺基乙基)苯-1,3,5-三酚(3),不经纯化直接在稀盐酸中水解得2-氯-1-(2,4,6-三羟基苯基)乙酮(4)。4在超声波作用和相转移催化剂四丁基溴化铵(TBAB)存在下,与丁香醛环合制得目标化合物。本工艺原料价廉易得、反应条件温和、操作便捷、绿色高效,总收率74.1%(以2计)。由4制备目标化合物的方法未见文献报道。A novel synthetic method for tire in was reported. Phloroglucinol (2) reacted with chloroacetonitrile in the presence of zinc chloride in HCl/ethyl acetate to give 2-(2-chloro-1-iminoethyl) benzene-1,3,5-triol, which was followed by a hydrolysis in diluted hydrochloric acid directly to afford 2-chloro-1 -(2,4,6-trihydroxyphenyl) ethan-1 - one (4). Then the latter was subjected to a cyclization under ultrasonic condition with syringaldehyde in the presence of TBAB to provide the target compound with a total yield of 74.1 %(based on 2). This synthetic route has advantages of low cost, mild condition and simple operation. In addition, the method for preparing the target compound from 4 has not been reported in the literature.

关 键 词：苜蓿素 超声波 相转移催化 

分 类 号：R914.5[医药卫生—药物化学]