1,1'-Carbonyldiimidazole → Benzeneacetamide

Participants

Reaction Steps

A solution of 4.23 g of 3,4-dichlorophenylacetic acid in 200 ml of methylene chloride is treated at 0° C. with 3.35 g of carbonyldiimidazole. The mixture is stirred for 40 minutes. Then 2.86 g (0.0159 mole) of the (±)-amine from Example 1, Part C, above, is added. The mixture is stirred for 24 hr and partitioned with saturated aqueous sodium bicarbonate. The organic phase is dried and concentrated to yield the titled (±)-benzeneacetamide product free base which is dissolved in a minimum volume of methanol and treated with one equivalent of maleic acid which has been dissolved in a minimum volume of methanol and the mixture is diluted with diethyl ether to give the titled maleate salt, mp 152°-155° C.

Provenance & Evidence