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Mix-and-Heat Benzylation of Alcohols Using a Bench-Stable Pyridinium Salt

Kevin W. C. Poon and Gregory B. Dudley*

*Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306-4390, Email: gdudleychem.fsu.edu

K. W. C. Poon, G. B. Dudley, J. Org. Chem., 2006, 71, 3923-3927.

DOI: 10.1021/jo0602773 (free Supporting Information)


Abstract

2-Benzyloxy-1-methylpyridinium triflate is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. Benzylation of a wide range of alcohols occurs in very good yield.

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Synthesis of Benzyl Esters Using 2-Benzyloxy-1-methylpyridinium Triflate

J. Tummatorn, P. A. Albiniak, G. B. Dudley, J. Org. Chem., 2007, 72, 8962-8964.


Key Words

benzyl ethers


ID: J42-Y2006-4870