108864-40-0Relevant academic research and scientific papers
Preparation of Some 1-Alkyl-4-3-hydroxy-5-oxocyclohex-3-ene-1-carboxylic Acid Ester and Amide Herbicides by Reductive Alkylation of 3,5-Dimethioxybenzoic Acid
Liepa, Andris J.,Wilkie, John S.,Winzenberg, Kevin N.
, p. 1217 - 1225 (2007/10/02)
Reductive alkylation of 3,5-dimethoxybenzoic acid with haloalkanes afforded the 1-alkyl-3,5-dimethoxycyclohexa-2,5-diene-1-carboxylic acid derivatives (3a-e) which, upon esterification and hydrolysis furnished methyl 1-alkyl-3-hydroxy-5-oxocyclohex-3-ene-1-carboxylate derivatives (4f-j).Reaction of (4f-j) with butyric anhydride gave methyl 1-alkyl-4-butyryl-3-hydroxy-5-oxocyclohex-3-ene-1-carboxylate derivatives (6a-e) which were converted into methyl 1-alkyl-4--3-hydroxy-5-oxocyclohex-3-ene-1-carboxylate derivatives (2a-e).Similarly, the oximeO-ether derivative (2f) was prepared from the amide (4l), obtained from reaction of (3b) with N,N'-carbonyldiimidazole and dimethylamine followed by hydrolysis.
