Water → 2-(4-Cyanophenoxy)-1-methylethylamine

Participants

Reaction Steps

50.0 g of 2-amino-1-propanol was added drop by drop to a mixture containing 29.3 g of 60% sodium hydride and 300 ml of N,N-dimethylformamide, in an ice bath, and the resultant mixture was stirred for 30 minutes in an ice bath. A solution containing 121.2 g of 4-bromobenzonitrile dissolved in N,N-dimethylformamide was added slowly to the reaction mixture while being stirred in an ice bath, followed by stirring the reaction mixture for 20 hours at room temperature. After the completion of the reaction, the resultant mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate, and the ethyl acetate was removed under reduced pressure. The obtained residue was distilled under reduced pressure to yield 48.0 g of the desired product (41%).

Provenance & Evidence