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Selective nucleophilic displacement of a methoxy group in 1,2,3-trimethoxybenzenes

✍ Scribed by P. H. M. Budzelaar; J. A. van Doorn

Publisher: Elsevier Science
Year: 2010
Tongue: English
Weight: 183 KB
Volume: 109
Category: Article
ISSN: 0165-0513
DOI: 10.1002/recl.19901090710

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✦ Synopsis

Abstract

A methoxy group in 1,2, 3‐trimethoxybenzenes can be readily displaced by a butyl group via reaction with butyllithium in hexane. The reaction probably proceeds via an addition‐elimination mechanism. There appears to be a qualitative relation between the coefficient of the LUMO at the central C‐O carbon atom and the rate of the reaction.

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