Sodium Hydroxide → 3-(4-(3-Chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid

Participants

Reaction Steps

To a stirred solution of methyl 3-(4-(3-chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoate (Reference Example 36, 0.386 g, 1.16 mmol) in methanol (10.0 mL) was added sodium hydroxide (1.50 mL, 1.0 M in water, 1.50 mmol) at room temperature. After 16 h, the reaction was quenched with 1.0 M hydrochloric acid (1.70 mL), diluted with ethyl acetate, washed with water, and saturated sodium chloride, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was triturated with methylene chloride and hexanes to provide 3-(4-(3-chloro-5-(trifluoromethyl)phenyl)oxazol-2-yl)propanoic acid (0.316 g, 85%) as a white powder.

Provenance & Evidence