Potassium ethanethioate → thioacetic acid S-(4-bromo-2-trifluoromethyl-benzyl) ester

Participants

Reaction Steps

To a solution of 4-bromo-2-trifluoromethylbenzyl bromide (2.4 g) in acetone (20 ml) was added potassium thioacetate (1.04 g). The reaction mixture was heated to reflux for 4 hours. The reaction mixture was allowed to cool to ambient temperature and was then filtered through a plug of silica gel. Further acetone (30 ml) was passed through the silica gel (30 ml). The combined filtrate was concentrated to give thioacetic acid S-(4-bromo-2-trifluoromethyl-benzyl) ester as a dark liquid (2.275 g). 1H-NMR (400 MHz, CDCl3): 7.75 (s, 1H), 7.60 (d, 1H), 7.42 (d, 1H), 4.25 (s, 2H), 2.36 (s, 3H) ppm.

Provenance & Evidence