Collect. Czech. Chem. Commun. 2010, 75, 607-615
Published online 2010-05-24 11:51:00

Protection of hydroxy groups as trimethylsilyl ethers using 1,1,1,3,3,3-hexamethyldisilazane (HMDS) catalyzed by poly(4-vinylpyridinium tribromide)

Arash Ghorbani-Choghamarania,*, Mohammad Ali Zolfigolb, Maryam Hajjamib, Khorshid Darvishia and Laleh Gholamniaa

a Department of Chemistry, Faculty of Science, Ilam University, P.O. Box 69315516, Ilam, Iran
b Faculty of Chemistry, Bu-Ali Sina University, P.O. Box 6517838683, Hamadan, Iran


A very efficient procedure for the protection of alcohols and phenols is presented. The mixture of 1,1,1,3,3,3-hexamethyldisilazane (HMDS) and catalytic amounts of poly(4-vinylpyridinium tribromide) was found to be effective for the trimethylsilylation of alcohols and phenols. Protection reaction is very simple and performs heterogeneously in acetonitrile at room temperature under mild conditions.

Keywords: Poly(4-vinylpyridinium tribromide); Alcohols; Phenols; Protection; Trimethylsilylation; Hexamethyldisilazane (HMDS); Protecting groups; Silylation.

References: 24 live references.