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β-环糊精促进环己酮肟水解脱保护生成环己酮
引用本文:石东坡,纪红兵,胡晓芳,裴丽霞,李忠.β-环糊精促进环己酮肟水解脱保护生成环己酮[J].化工学报,2008,59(9):2241-2246.
作者姓名:石东坡  纪红兵  胡晓芳  裴丽霞  李忠
作者单位:华南理工大学传热强化与过程节能教育部重点实验室
基金项目:国家自然科学基金,教育部跨世纪优秀人才培养计划
摘    要:利用β-环糊精对有机物的增溶和活化性能将β-环糊精应用于环己酮肟水解脱保护反应,系统地研究了β-环糊精催化性能、反应温度、β-环糊精的量、酸的用量和种类等对环己酮肟水解脱保护反应的影响。实验结果表明,β-环糊精通过和酸共同作用,可以显著地催化环己酮肟脱保护反应,在60℃ β-环糊精加入时,反应的收率从73%提高到92%。酸及其添加的量对反应也具有明显作用,强酸对脱保护反应的效果明显优于弱酸。

关 键 词:β-环糊精  脱保护  催化  水解  环己酮肟  
收稿时间:2007-10-16
修稿时间:2008-4-25  

β-Cyclodextrin promoted hydrolysis deprotection of cyclohexanone oxime to cyclohexanone
SHI Dongpo,JI Hongbing,HU Xiaofang,PEI Lixia,LI Zhong.β-Cyclodextrin promoted hydrolysis deprotection of cyclohexanone oxime to cyclohexanone[J].Journal of Chemical Industry and Engineering(China),2008,59(9):2241-2246.
Authors:SHI Dongpo  JI Hongbing  HU Xiaofang  PEI Lixia  LI Zhong
Abstract:Hydrolysis of cyclohexanone oxime promoted by β-cyclodextrin is helpful for protection and deprotection of groups in organic synthesis, thus leading to environment protection.β-Cyclodextrin was used as a catalyst for the hydrolysis of cyclohexanone oxime, since it could activate the substrate and promote its solubility.Various factors including catalyst, reaction temperature, amount of β-cyclodextrin, amount and variety of acid were investigated.β-Cyclodextrin could significantly promote the hydrolysis by interacting with acid, the yield of cyclohexanone was increased from 73% up to 92% by adding β-cyclodextrin at 60℃.Besides, the variety and amount of acids greatly influenced the reaction.Strong acids were much superior to weak acids for the present deprotection reaction.
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