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Benzylation of hydroxy groups with tertiary amine as a base


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Title: Benzylation of hydroxy groups with tertiary amine as a base
Authors: Gathirwa, Jeremiah W. / Maki, Toshihide
Issue Date: 7-Jan-2012
Publisher: Elsevier BV
Citation: Tetrahedron, 68(1), pp.370-375; 2012
Abstract: The benzylation of hydroxy groups in the presence of tertiary amines is described. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150 °C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction.
Keywords: Benzylation / C-O coupling / Solventless reaction
URI: http://hdl.handle.net/10069/26885
ISSN: 00404020
DOI: 10.1016/j.tet.2011.10.016
Rights: Copyright © 2011 Elsevier Ltd. All rights reserved.
Type: Journal Article
Text Version: author
Appears in Collections:Articles in academic journal

Citable URI : http://hdl.handle.net/10069/26885

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