Water → (E)-5-(3,5-dichlorophenyl)-pent-2-en-4-ynoic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 1,3-dichloro-5-ethynyl-benzene (1.52 g, 8.9 mmol) in triethylamine (32.4 mL) was added PdCl2(PPh3)2 (57.15 mg, 0.08 mmol), (E)-3-iodo-prop-2-enoic-acid ethyl ester (1.84 g, 8.1 mmol) and copper(I)iodide (7.7 mg, 0.04 mmol). The reaction mixture was stirred for 2 h at 50° C., whereafter the reaction mixture was cooled to room temperature, water (30 mL) added and the mixture extracted with diethyl ether (3×20 mL). The combined and dried organic phases were evaporated to give crude (E)-5-(3,5-dichlorophenyl)-pent-2-en-4-ynoic acid ethyl ester in 1.1 g yield.

Provenance & Evidence