Water → 4-Bromomethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic Acid Ethyl Ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 1 g of 4-methyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester in 8 mL of carbon tetrachloride was added portionwise 0.1 g of benzoyl peroxide and 0.56 g of NBS. The resulting mixture was heated to 80° C. for 1.5 h. 0.1 g of NBS was added and the reaction mixture was heated to 80° C. overnight. An additional 0.1 g of NBS was added and the reaction mixture was heated to 80° C. for 2 h. It was then poured into water and extracted with dichloromethane. The organic extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (heptane 1/toluene 1 followed by pure toluene) to give 1.02 g of 4-bromomethyl-2-(4-trifluoromethyl-phenyl)-thiazole-5-carboxylic acid ethyl ester. 1 WO02067912

Provenance & Evidence