Sodium Carbonate → HCID 131717376, compound

Participants

Reaction Steps

A mixture of 3,4-dichlorophenylacetic acid (0.325 g) and carbonyldiimidazole (0.26 g) in dry dichloromethane (10 ml) was stirred at ambient temperature for 1 h. A solution of the product of stage (ii) (0.30 g) in dry dichloromethane (10 ml) was added and the mixture was stirred at ambient temperature for 2 days. The reaction mixture was poured into 2M sodium carbonate solution (50 ml) and extracted with dichloromethane (250 ml). The organic extract was washed with 2M sodium carbonate solution (30 ml), dried and evaporated in vacuo. The residue (0.58 g) was purified by flash chromatography eluting with dichloromethane, methanol and ammonia (200:8:1) as eluant to give the free base of the title compound as a gum (0.76 g). The gum was dissolved in ethyl acetate (50 ml) and treated with a solution of maleic acid (60 mg), in ethyl acetate to give a solid which was crystallised from ethyl acetate to give the title compound as a white solid (0.2 g) m.p. 160°-1°.

Provenance & Evidence