Synlett 2013; 24(13): 1702-1706
DOI: 10.1055/s-0033-1339310
letter
© Georg Thieme Verlag Stuttgart · New York

Antimony(V) Chloride as an Efficient Reagent for Deprotection of Methyl Ethers

Fariba Saadati*
Department of Chemistry, Faculty of Science, University of Zanjan, P.O. Box 45195-313, Zanjan, Iran   Fax: +98(241)2283203   Email: saadati@znu.ac.ir
,
Hamid Meftah-Booshehri
Department of Chemistry, Faculty of Science, University of Zanjan, P.O. Box 45195-313, Zanjan, Iran   Fax: +98(241)2283203   Email: saadati@znu.ac.ir
› Author Affiliations
Further Information

Publication History

Received: 21 May 2013

Accepted after revision: 29 May 2013

Publication Date:
16 July 2013 (online)


Abstract

This paper proposes a new and efficient method for the deprotection of methyl ethers using antimony pentachloride at ambient temperature. The procedure described here is a facile and practical method for the removal of the methyl group from aryl and benzyl methyl ethers. High selectivity was observed for the removal of the methyl group from dimethoxyarenes. The notable advantages of this protocol are mild reaction conditions, high yields, and the ­facility of workup procedure. The mechanism of the ether cleavage is proposed to explain this new reaction.

 
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