1,1'-Carbonyldiimidazole → HCID 70373894, compound

Participants

Reaction Steps

To a solution of 3,4-dichlorophenylacetic acid (410 mg) in acetonitrile (10 ml) was added a solution of 1,1'-carbonyldiimidazole (340 mg) in warm acetonitrile (10 ml). After 10 min a solution of the product of stage (iii) (330 mg) was added and the mixture was stirred at room temperature for 3.5 h. The solvent was removed in vacuo and the residue was partitioned between dichloromethane (40 ml) and 2N sodium carbonate (30 ml). The organic phase was separated and washed with water (20 ml). The dried organic layer was evaporated and the oily residue (0.77 g) was purified by column chromatography on alumina (Type UGI), eluting with ethyl acetate, to give the free base of the title compound as a gum (462 mg) a portion of which (452 mg) was treated with maleic acid (147 mg) and crystallised from ethyl acetate to give the title compound (365 mg), m.p. 129°-131°.

Provenance & Evidence