Ammonium Hydroxide → HCID 21290721, compound

Participants

Reaction Steps

4.44 g (14.5 mmol) of 2-[[2-(4-chlorophenyl)-4-methyl-5-oxazolyl]methoxy]-2-methylpropionic acid were dissolved in 40 ml of dry dichloromethane and 1 drop of dimethylformamide was added. 1.96 (16 mmol) of thionyl chloride were added and the mixture was heated to reflux for 4 hours. The cooled solution of the resulting acid chloride was added while stirring to 70 ml of aqueous ammonium hydroxide solution (specific gravity 1.880) and crushed ice. After stirring for 16 hours the suspension was extracted with 200 ml of dichloromethane. The organic phase was separated and washed twice with 100 ml of water each time. The organic phase was dried over magnesium sulphate and filtered, and the solvent was then removed by evaporation under reduced pressure. Recrystallization of the crude solid from ethyl acetate gave 2.2 g (49%) of 2-[[2-(4-chlorophenyl)-4-methyl-5-oxazolyl]methoxy]-2-methylpropionamide of melting point 177°-178° C.

Provenance & Evidence