Two efficient methods for the preparation of 2-chloro-6-methylbenzoic acid

AR Daniewski, W Liu, K Püntener…

Index: Daniewski, Andrzej R.; Liu, Wen; Puentener, Kurt; Scalone, Michelangelo Organic Process Research and Development, 2002 , vol. 6, # 3 p. 220 - 224

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Citation Number: 9

Abstract

Two efficient methods for the preparation of 2-chloro-6-methylbenzoic acid were developed: one based on nucleophilic aromatic substitution and the other based on carbonylation. In the first approach, 2-chloro-6-fluorobenzaldehyde was converted to its n-butylimine, then treated with 2 equiv of methylmagnesium chloride in THF to give, after hydrolysis, 2-chloro-6- methylbenzaldehyde. Subsequent oxidation of this compound gave the title compound in ...