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系列单取代烷氧基-2-羟丙基-β-环糊精的合成与表征
引用本文:张毅民,张国栋,甘永江,苑珊,王虹. 系列单取代烷氧基-2-羟丙基-β-环糊精的合成与表征[J]. 有机化学, 2006, 26(6): 860-865
作者姓名:张毅民  张国栋  甘永江  苑珊  王虹
作者单位:天津大学化工学院,绿色合成与转化教育部重点实验室,天津,300072
摘    要:以环氧氯丙烷和脂肪醇为原料, 通过相转移催化法合成了乙基、正丙基、正丁基和正戊基缩水甘油醚(14), 并利用所合成的缩水甘油醚和β-环糊精为原料, 分别在弱碱水溶液(1.5%)和强碱水溶液(30%)中制备并用硅胶柱分离出单2位取代的乙氧基、丙氧基、丁氧基和戊氧基-2-羟丙基-β-环糊精(1a4a)和单6位取代的丙氧基、丁氧基和戊氧基-2-羟丙基-β-环糊精(2b4b), 利用薄层色谱、红外光谱、差热扫描量热分析、质谱和核磁共振等手段对所合成的产品进行了表征.

关 键 词:β-环糊精衍生物  缩水甘油醚  环氧氯丙烷  烷氧基-2-羟丙基-β-环糊精
收稿时间:2005-07-07
修稿时间:2005-12-22

Synthesis and Characterization of Monosubstituted 3-Alkyloxy-2-hydroxypropyl-β-cyclodextrins
ZHANG, Yi-Min,ZHANG, Guo-Dong,GAN, Yong-Jiang,YUAN, Shan,WANG, Hong. Synthesis and Characterization of Monosubstituted 3-Alkyloxy-2-hydroxypropyl-β-cyclodextrins[J]. Chinese Journal of Organic Chemistry, 2006, 26(6): 860-865
Authors:ZHANG   Yi-Min  ZHANG   Guo-Dong  GAN   Yong-Jiang  YUAN   Shan  WANG   Hong
Affiliation:Key Laboratory for Green Chemical Technology of Ministry of Education, School of Chemical Engineering and Technology, Tianjin University, Tianfin 300072
Abstract:Four intermediates of glycidyl ethers, namely ethyl glycidyl ether (1), propyl glycidyl ether (2), butyl glycidyl ether (3) and amyl glycidyl ether (4), were obtained through a phase-transfer catalytic methodology using acyclic alcohol and epichlorohydrin as raw materials. To choose 1.5% or 30% of sodium hydroxide solution as the environmental media, subsequent procedures were conducted with these glycidyl ethers and β-cyclodextrin. The products were isolated through a self packed silica gel column chromatography, and their chemical structures were proved to be the mono substituted 2-(3-alkyloxy-2-hydroxypropyl)- β-cyclodextrins (1a4a) and mono substituted 6-(3-alkyloxy-2-hydroxypropyl)-β-cyclodextrins (2b4b) by means of the TLC, IR, DSC, MS, 1H NMR and 13C NMR measurements.
Keywords:β-cyclodextrin derivative  glycidyl ether  epichlorohydrin  3-alkyloxy-2-hydroxypropyl-β- cyclodextrin
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