Mix-and-heat benzylation of alcohols using a bench-stable pyridinium salt

Kevin W C Poon; Gregory B Dudley

doi:10.1021/jo0602773

Mix-and-heat benzylation of alcohols using a bench-stable pyridinium salt

J Org Chem. 2006 May 12;71(10):3923-7. doi: 10.1021/jo0602773.

Authors

Kevin W C Poon¹, Gregory B Dudley

Affiliation

¹ Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, USA.

PMID: 16674068
DOI: 10.1021/jo0602773

Abstract

2-Benzyloxy-1-methylpyridinium triflate (1) is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. The synthesis and reactivity of 1 are described herein. Benzylation of a wide range of alcohols occurs in good to excellent yield.