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2-(Diethylamino)ethanethiol, a New Reagent for the Odorless Deprotection of Aromatic Methyl Ethers

Javier Magano,* Michael H. Chen, Jerry D. Clark and Thomas Nussbaumer

*Research API, Pfizer Global R&D, 2800 Plymouth Road, Ann Arbor, Michigan 48105, Email: Javier.MaganoPfizer.com

J. Magano, M. H. Chen, J. D. Clark, T. Nussbaumer, J. Org. Chem., 2006, 71, 7103-7105.

DOI: 10.1021/jo0611059


Abstract

A new reagent for the deprotection of various aromatic methyl ethers, 2-(diethylamino)ethanethiol, affords the corresponding phenols in good to excellent yields. Both the reagent and the byproduct 2-(diethylamino)ethyl methyl sulfide are soluble in dilute acid, which allows an essentially odorless workup.


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Key Words

Cleavage of ethers


ID: J42-Y2006-2830