HCID 117600653, compound → HCID 117600516, compound

Participants

Reaction Steps

11.2 g (27.64 mmol) (Z)-3-(3-Bromo-5-trifluoromethyl-phenyl)-3-(5-methyl-[1,3,4]oxadiazol-2-yl)-acrylic acid ethyl ester is dissolved in 200 ml acetic acid and 14.1 g Zinc dust (215.6 mmol, 7.8 mmol) is added slowly over a period of 30 minutes. The temperature of the reaction mixture is not allowed to reach >30° C. during the addition of the zinc dust. The resulting mixture is allowed to stir overnight. After filtration 200 ml EtOAc and 200 ml water are added and the organic phase is separated and washed with brine. After removal of the solvent the crude material is purified by column chromatography on silica gel using heptane/EtOAc=3:1 as eluent. 3.97 g of 3-(3-Bromo-5-trifluoromethyl-phenyl)-3-(5-methyl-[1,3,4]oxadiazol-2-yl)-propionic acid ethyl ester (yield=35%) are isolated.

Provenance & Evidence