Journal of Organometallic Chemistry

Organometallic chemistry: XIII. Steric and conformational aspects of alkyl aryl ether metalation

RA Finnegan, JW Altschuld

Index: Finnagan,R.A.; Altschuld,J.W. Journal of Organometallic Chemistry, 1967 , vol. 9, p. 193 - 204

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Citation Number: 28

Abstract

Abstract Treatment for 22-24 hours at room temperature of the methyl, ethyl, isopropyl, and 3- pentyl ethers of phenol with n-butyllithium in hexane/tetrahydrofuran, followed by carbonation and acidification, provided the corresponding o-alkoxybenzoic acids in conversions of 50, 42, 25, and 17% respectively. Under these conditions, phenyl tert-butyl ether gave only salicylic acid (27% conversion) although at lower temperature, a ...