一种简便、有效的合成6－OTs－β－CD的新方法  

A Convenient and Efficient Method of Tosylation of β-Cyclodextrin in Tetrahydrofuran-Water

作　　者：刘育[1] 张毅民[1] 孙世新[1] 陈荣悌[1] 

机构地区：[1]南开大学化学系

出　　处：《高等学校化学学报》1995年第10期1567-1568,共2页Chemical Journal of Chinese Universities

基　　金：国家教委优秀中青年教师基金;国家教委跨世纪人才基金;天津市自然科学基金;天津市跨世纪人才基金(田光计划)

摘　　要：一种简便、有效的合成６－ＯＴｓ－β－ＣＤ的新方法刘育，张毅民，孙世新，陈荣悌（南开大学化学系，天津，３０００７１）关键词β－环糊精，６－ＯＴｓ－β－环糊精，合成天然的和人工合成的β－环糊精（简称β－ＣＤ）在模拟酶和超分子体系的分子识别方面［１，２］倍...o-tosyl-β-cyclodextrin(6-OTs-β-CD)was prepared by the reaction of β-CD with p-toluenesulfonyl chloride in the presence of potassium hydroxide using tetrahydrofuran-water(1:1)as the solvent.Potassium hydroxide(0.4 g) and β-cyclodextrin (10g)dissloved in water(100mL)-tetrahydrofuran (70mL) were placed in a flask(250 mL) and the mixture was stirred about 15 min under a nitrogen gas at the room temperature. To the mixture was added dropwise p-toluenesulfonyl chloride(1.68g) in THF (30mL) for 1.5h, and the solution was stirred continuously for 3 h.Then the solution was poured into acetone(40 mL).After having been placed for enough time in the icebox, the solid was filtered, washed with water, dried, and washed with ether thoroughly, and then recrystallized twice from water to give pure product 4.5g(37.6%).The compound has been characterized by means of elemental analysis, UVF-Vis, IR and 1H NMR spectra. The results indicated that higher yield of 6-OTs-β-CD was obtained and the use of toxic pyridine was circumvented.

关 键 词：环糊精 合成 四氢呋喃 

分 类 号：O636.12[理学—高分子化学]