水解动力学拆分3-(1-萘氧基)-1,2-环氧丙烷  

Hydrolytic Kinetic Resolution of 2-(Naphthalen-1-yloxymethyl)oxirane

作　　者：张国安[1] 夏敏[1] 

机构地区：[1]浙江理工大学化学系,浙江杭州310018

出　　处：《合成化学》2012年第2期235-238,243,共5页Chinese Journal of Synthetic Chemistry

基　　金：浙江省自然科学基金资助项目(Y4100034)

摘　　要：研究了3-(1-萘氧基)-1,2-环氧丙烷[(R,S)-1]在Salen Co(Ⅲ)催化下的水解动力学拆分(HKR)。以转化率和ee值为指标,考察了催化剂用量、底物用量、反应温度、反应时间、溶剂种类等对HKR反应的影响。最佳HKR条件为:(R,S)-1 10 mmol,w[Salen Co(Ⅲ)]=0.75%,THF 1 mL,水0.5 eq,于25℃水解40 h,(R,S)-1的转化率为49.5%,(S)-1的ee为99.5%。The hydrolytic kinetic resolution （HKR） of 2- （ naphthalene-1 -yloxymethyl ） -oxirane [ （ R, S）-1 ] using salen Co（ Ⅲ） as the catalyst were investigated. The effect of catalyst amount, （R, S）-1 amount, temperature, time, solvent on HKR reaction were investigated using conversion and ee as the index. The optimum HKR conditions were as followed： （R,S）-1 was 10 mmol, w[ Salen Co（ Ⅲ ）] was 0.75%, THF was 1 mL, H20 was 0.5 eq, at 25℃ for40 ho The conversion of （R,S）-I was 49.5% and ee of （S）-1 was 99.5% under the optimum conditions.

关 键 词：水解动力学 拆分 3-萘氧基-1 2-环氧丙烷 SalenCo(Ⅲ)催化剂 光学纯度 

分 类 号：O625.31[理学—有机化学]