Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1982-09-29
1984-09-11
Killos, Paul J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
560 68, 562473, 562475, C07L 6976
Patent
active
044711344
ABSTRACT:
A mixture of intermediate products including a carboxylic salt of 3,4,5-trimethoxybenzoic acid (TMB acid) and a dimethoxy benzoic acid derivative of such salt further containing an oxygen anion in the 3,4, or 5 position is prepared by initially reacting hydrolyzable tannin with a methylation agent in an alkaline medium under methylation conditions to form methylated tannin and thereafter hydrolyzing the methylated tanning by reaction thereof with a hydrolysis agent under alkaline hydrolysis conditions. The resulting reaction mixture is then methylated to form a reaction mixture containing methyl 3,4,5-trimethoxybenzoate and a salt of 3,4,5-trimethoxybenzoic acid. TMB acid can be formed in high yield by conversion of both the methyl ester thereof and the salt thereof. Such conversion can be effected by hydrolyzing the reaction mixture followed by acidification thereof.
REFERENCES:
Kutani Noboru, Chem. Pharm. Bull., vol. 8, pp. 72-76, (1960).
Britton, et al., J. Chem. Soc., (1966), pp. 783-790.
Kirk-Othmer, Encyclopedia of Chem. Technology, vol. 7, 1951, pp. 45-53.
Goodwin Lynden N.
Jackson Richard G.
Killos Paul J.
Klostermann Roy J.
Mallinckrodt Inc.
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