The Journal of Organic Chemistry

Directed lithiation of tertiary. beta.-amino benzamides

DL Comins, JD Brown

Index: Comins, Daniel L.; Brown, Jack D. Journal of Organic Chemistry, 1986 ,  vol. 51,  # 19  p. 3566 - 3572

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Citation Number: 38

Abstract

The directed ortho-lithiation-alkylation of several tertiary@-amino benzamides was studied. The orthosubstituted@-amino benzamides were hydrolyzed directly with 6 N hydrochloric acid, or by a three-step, one-pot reaction involving methylation, elimination, and treatment with aqueous acid. o-Toluic acid, 2-n-butylbenzoic acid, 2-methoxy-6-methylbenzoic acid, and 4-methoxy-2-methylbenzoic acid were prepared by using this ortho-metalation- ...