Structure of Gossypol. XXI. 1 Synthesis of 1, 2-Dimethoxy-3-isopropyl-4-benzoic Acid and of Apogossypolic Acid

R Adams, BR Baker

Index: Adams; Baker Journal of the American Chemical Society, 1939 , vol. 61, p. 1138,1140

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Citation Number: 5

Abstract

CH3 CH3 VI11 IX X oxy-3-isopropyl-4-bromobenzene (IX) which on forming the Grignard reagent and treatment with carbon dioxide gave 1, 2-dimethoxy-3-isopropyl-4-benzoic acid (X). This acid, which is analogous to veratric acid and its homolog^,^ should and does nitrate in the open position para to the 2-methoxyl giving 1, 2-dimethoxy-3-isopropyl-5-nitro-4- benzoic acid (XI), which proved to be identical with the product of nitration of ...