单取代β-环糊精衍生物的制备综合实验设计  

Design of Comprehensive Experiment on the Preparation of Two Mono-Substitutedβ-Cyclodextrin Derivatives

作　　者：刘智敏[1] 叶柯希 杨怡 许志刚[1] LIU Zhi-Min;YE Ke-Xi;YANG Yi;XU Zhi-Gang(Faculty of Science,Kunming University of Science and Technology,Kunming 650500,China)

机构地区：[1]昆明理工大学理学院,云南昆明650500

出　　处：《化学教育（中英文）》2024年第20期51-59,共9页Chinese Journal of Chemical Education

基　　金：昆明理工大学理学院(2023—2025)课程思政教学改革课题(No.11和No.27)。

摘　　要：为培养学生在制备综合性实验方面的能力,并推行化学教学实验的绿色化和规范化,改进了原有环糊精衍生物制备实验,将反应介质从吡啶变为NaOH水溶液,设计了2种6位单取代-β-环糊精衍生物的制备实验方案。该实验以β-环糊精为原料,对甲苯磺酰氯为衍生化试剂制得单-(6-O-对甲苯磺酰)-β-环糊精,后续在此基础上再与乙二胺反应制备得单-(6-乙二胺-6-去氧)-β-环糊精。实验涉及过滤、重结晶等操作,并通过红外光谱、核磁共振氢谱、熔点测定、高效液相色谱对产物进行表征。该综合实验实现了有机化学和分析化学学科知识的融合,能帮助有科研深造需求和从事相关工作的学生奠定良好的实验基础。tIn order to cultivate students'ability in preparing comprehensive experiments as well as promote the greenization and standardization of chemistry teaching experiments,we have improved the original experiment on synthesizing cyclodextrin derivatives by changing the reaction medium from pyridine to NaOH aqueous solution,and designed the preparation experiment of two 6-mono-substituted β-cyclodextrin derivatives.This experiment used β-cyclodextrin as a raw material to react with p-toluenesulfonyl chloride to produce mono-(6-O-p-toluenesulfonyl)-β-cyclodextrin,further reacted with ethylenediamine to prepare mono-(6-ethylenediamine-6-deoxygen)-β-cyclodextrin.The experiment involves operations such as filtration,recrystallization,and the products are characterized by infrared spectroscopy,nuclear magnetic resonance hydrogen spectroscopy,melting point determination as well as high-performance liquid chromatography.This comprehensive design experiment achieves the integration of knowledge in organic chemistry and analytical chemistry,which can help students who have the need of scientific research or want to engage in relevant work lay a solid experimental foundation.

关 键 词：Β-环糊精 衍生物 单取代 制备 综合实验 

分 类 号：G642.423[文化科学—高等教育学] O636-4[文化科学—教育学]