Syntheses based on carbon oxides. XXXV. Carboxylation of resorcin and m-cresol by sodium salt of ethylcarbonic acid
Abstract
The carboxylation reactions of resorcinol and m-cresol by sodium salt of ethylcarbonic acid were investigated. It was found that carboxylation of resorcinol and m-cresol proceeds regioselectively with formation of b-resorcylic acid and 4-methyl-2-hydroxybenzoic acid respectively. The optimal conditions for the carboxylation reaction of resorcinol by sodiumethylcarbonate were selected: the ratio of initial reactants [resorcinol]:[sodiumethylcarbonate] = 2:1; the temperature of 1200C; carbon dioxide pressure of 10 atm; eight-hour duration - at which the yield of b-resorcylic acid reaches 84.5%. For carboxylation reaction of m-cresol by sodium ethylcarbonate: the optimal ratio of initial reactants [m-cresol]:[sodium ethylcarbonate] = 2:1; the temperature of 1800C; carbon dioxide pressure of 10 atm; seven-hour duration - at which the yield of 4-methyl-2-hydroxybenzoic acid reaches 55%. The method developed for obtaining b-resorcylic and 4-methyl-2-hydroxybenzoic acids can be used for their industrial production.
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