系列单取代烷氧基-2-羟丙基-β-环糊精的合成与表征  被引量:9

Synthesis and Characterization of Monosubstituted 3-Alkyloxy-2-hydroxypropyl-β-cyclodextrins

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作  者:张毅民[1] 张国栋[1] 甘永江[1] 苑珊[1] 王虹[1] 

机构地区:[1]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

出  处:《有机化学》2006年第6期860-865,共6页Chinese Journal of Organic Chemistry

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(1~4),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(1a~4a)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(2b~4b),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.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 (1a~4a) and mono substituted 6-(3-alkyloxy-2-hydroxypropyl)-β-cyclodextrins (2b~4b) by means of the TLC, IR, DSC, MS, ^1H NMR and ^13C NMR measurements.

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 

分 类 号:O636.1[理学—高分子化学]

 

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