Journal of organometallic chemistry

Dealkylation of esters via treatment with N-(trimethylsilyl) diethylamine and methyl iodide

Y Yamamoto, H Shimizu, Y Hamada

Index: Yamamoto, Yasushi; Shimizu, Hideaki; Hamada, Yoshitaka Journal of Organometallic Chemistry, 1996 , vol. 509, # 2 p. 119 - 122

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Abstract

A method for the conversion of esters to carboxylic acids has been reported. Reaction of methyl o-methoxybenzoate with N-(trimethylsilyl) diethylamine and methyl iodide, followed by hydrolysis, afforded o-methoxybenzoic acid with a 94% yield based on 96% conversion. Methyl esters of not only aromatic acids but also aliphatic acids were converted to the corresponding acids with high yields. A combination of N-(trimethylsilyl) dimethylamine ...