Potassium Carbonate → HCID 22010261, compound

Participants

Reaction Steps

A solution of methyl (RS)-2-[2-(3-ethoxycarbonyl-1-(2-methylphenyl)propoxy)-4-(3-thienylmethoxy)benzoylamino]acrylate (200 mg) in methanol (20 mL) containing 10% w/v potassium carbonate (2 mL) is stirred at ambient temperature for 16 hours and at reflux for 3 hours. The reaction mixture is partitioned between 1N HCl (50 mL) and ethyl acetate (50 mL) then the organic phase is washed with water (2×50 mL), dried over magnesium sulphate, filtered and concentrated under reduced pressure. Recrystallisation from cyclohexane/ethyl acetate gives (RS)-2-[2-(3-carboxy-1-(2-methylphenyl)propoxy)-4-(3-thienylmethoxy)benzoylamino]acrylic acid as a white, fluffy solid (20 mg), m.p. 140-143° C. [Elemental analysis:- C,61.9, H, 5.32, N, 2.53%. Calculated:- C,61.9, H, 5.16, N, 2.78%]

Provenance & Evidence