Ionic liquids as recyclable reaction media for the tetrahydropyranylation of alcohols

被引：78

作者：

Branco, LC ^{[1
]}

Afonso, CAM ^{[1
]}

机构：

[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Ctr Quim Fina & Biotecnol, Dept Quim, P-2825114 Caparica, Portugal

来源：

TETRAHEDRON | 2001年 / 57卷 / 20期

关键词：

ionic liquid; recyclable reaction media; tetrahydropyranylation; alcohols;

D O I：

10.1016/S0040-4020(01)00373-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A comparative study of the catalysed tetrahydropyranylation of 1-phenylethanol by p-toluenesulphonic acid (TsOH), pyridinium p-toluenesulphonate (PPTS) and triphenylphosphine hydrobromide (TPP.HBr) using 3,4-dihydro-2H-pyran in dichloromethane or in the ionic liquids 1-n-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) or 1-n-butyl-3-methylimidazolium hexafluorophosphate ([bmim][PF6]) showed that the reaction occurs readily in [bmim][PF6] for PPTS or TPP.HBr by a non-reversible process. These reaction media were recycled on 22 occasions without loss of activity and their scope of application to other alcohols was also studied. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：4405 / 4410

页数：6

共 34 条

[1] Stereoselective hydrogenation reactions in chloroaluminate(III) ionic liquids: a new method for the reduction of aromatic compounds [J].