β-环糊精促进环己酮肟水解脱保护生成环己酮

β-Cyclodextrin promoted hydrolysis deprotection of cyclohexanone oxime to cyclohexanone

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。

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.