Hydrochloric Acid → 4-[5-[3-Chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(2,2,2-trifluoroethyl)benzoic acid

Participants

Reaction Conditions

Reaction Steps

Into a 50-mL pressure tank reactor (10 atm), was placed ethyl 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(2,2,2-trifluoroethyl)benzoate (300 mg, 0.55 mmol, 1.00 equiv), methanol (5 mL), sodium hydroxide (600 mg, 15.00 mmol, 13.69 equiv), water (5 mL). The resulting solution was stirred overnight at 70° C. The pH value of the solution was adjusted to 5 with hydrogen chloride (3 mol/L). The resulting solution was extracted with 3×10 ml of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×10 mL of brine. The mixture was dried over sodium sulfate and concentrated under vacuum. This resulted in 200 mg (crude) of 4-[5-[3-chloro-5-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(2,2,2-trifluoroethyl)benzoic acid as yellow oil.

Provenance & Evidence