Patent ID: 8946468
Filing Date: 2015-02-03
Classification: C07C

Abstract:
1. A process for producing an unsaturated bond-containing ester compound, comprising: reacting an internal olefin or a cyclic olefin having one carbon-carbon double bond or more at a position other than terminals of a molecule thereof (the internal olefin and the cyclic olefin may each contain a hetero atom) with a carboxylic acid having a carboxylic group in an amide-based solvent in the presence of a palladium catalyst, a base, and molecular oxygen, to thereby obtain an ester compound having an unsaturated bond, wherein the amide-based solvent is represented by the following formula (1): wherein the formula (1), R 1 represents an alkyl group having 1 to 4 carbon atoms; R 2 and R 3 each independently represent an alkyl group having 1 to 4 carbon atoms or an aryl group; and when R 1 and R 2 are alkyl groups, R 1 and R 2 may be bonded to each other to form a ring structure; the internal olefin or the cyclic olefin is a compound represented by the following formula (2): wherein the formula (2), R 4 to R 7 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups, alkenyl groups, and aryl groups; the alkyl group, the alkenyl group, and the aryl group may each contain a hetero atom, at least one of R at least one of R R when R the ester compound is represented by the following formula (3): wherein the formula (3), R 8 to R 13 each independently represent one selected from the group consisting of a hydrogen atom, alkyl groups, alkenyl groups, and aryl groups; the alkyl group, the alkenyl group, and the aryl group may each contain a hetero atom; at least one of R 8 to R 11 is any one of alkyl groups, alkenyl groups, and aryl groups; when R 8 and R 12 are each an alkyl group or an alkenyl group, R 8 and R 12 may be bonded to each other to form a ring structure; and when R 9 and R 10 or R 11 are each an alkyl group or an alkenyl group, R 9 and R 10 or R 11 may be bonded to each other to form a ring structure; the palladium catalyst is a palladium halide; and the ester compound is formed by bonding an oxygen atom in the carboxyl group of the carboxylic acid to at least one of carbon atoms constituting the carbon-carbon double bond and carbon atoms at allylic positions of the internal olefin or the cyclic olefin.