CIESC Journal ›› 2008, Vol. 59 ›› Issue (9): 2241-2246.
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SHI Dongpo, JI Hongbing, HU Xiaofang, PEI Lixia, LI Zhong
Online:
Published:
石东坡,纪红兵,胡晓芳,裴丽霞,李忠
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.
Key words: β-环糊精, 脱保护, 催化, 水解, 环己酮肟
β-环糊精,
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
SHI Dongpo, JI Hongbing, HU Xiaofang, PEI Lixia, LI Zhong. β-Cyclodextrin promoted hydrolysis deprotection of cyclohexanone oxime to cyclohexanone[J]. CIESC Journal, 2008, 59(9): 2241-2246.
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.
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