Hydrochloric Acid → (+/-)-5-[1-(2,6-Dimethyl-4'-trifluoromethyl-biphenyl-4-ylsulfanyl)-2-methyl-propyl]-thiophene-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a mixture of (±)-5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-ylsulfanyl)-2-methyl-propyl]-thiophene-2-carboxylic acid ethyl ester (0.458 g, 0.961 mmol) in THF (9.0 mL) is added lithium hydroxide (1N aqueous, 9.0 mL). The mixture is warmed to 70° C. and stirred overnight. The reaction mixture is cooled to rt, acidified with 1N HCl (9.5 mL), extracted into ethyl acetate (3×25 mL), dried over MgSO4, and concentrated to provide (±)-5-[1-(2,6-dimethyl-4′-trifluoromethyl-biphenyl-4-ylsulfanyl)-2-methyl-propyl]-thiophene-2-carboxylic acid (0.431 g, 96%) as a white foam. MS (ES): 463.2 [M−H]−.

Provenance & Evidence