Hydrochloric Acid → HCID 22010185, compound

Participants

Reaction Steps

A solution of ethyl (RS)-4-(2-cyano-3-fluoro-5-(3-thienylmethoxy)phenoxy)-4-(2-methylphenyl)butanoate (200 mg) in methanol (20 mL) containing 1 N sodium hydroxide (5 mL) is stirred at ambient temperature for 16 hours. The reaction mixture is poured into 0.5 N HCl (30 mL) and extracted three times with ethyl acetate (30 mL). The combined organic phases are washed with brine (20 mL), dried over magnesium sulphate, filtered and concentrated under reduced pressure to leave a brown oil. Crystallisation with cyclohexane gives (RS)-4-(2-cyano-3-fluoro-5-(3-thienylmethoxy)phenoxy)-4-(2-methylphenyl) butanoic acid, (70 mg) in the form of a white solid, m.p. 150-151° C. [Elemental analysis:- C,64.9, H, 4.74, N, 3.29%. Calculated:- C,64.8, H, 4.81, N, 3.13%]

Provenance & Evidence