Acetic Acid → HCID 20145287, compound

Participants

Reaction Steps

A tenth of a gram (1.589 m mol) of sodium cyanoborohydride and, after two minutes, 0.056 ml of glacial acetic acid were added at 20° C. to a stirred solution of 0.20 gm (0.5242 m mol) of 4-[(1-(5-amino-2-piperidino-phenyl)-ethyl)-aminocarbonylmethyl]-benzoic acid and 0.45 ml of 40% formalin in 2 ml of acetonitrile and 1 ml of absolute dimethyl formamide. After 1.5 hours the reaction mixture was evaporated in vacuo. The evaporation residue was dissolved in water by addition of hydrochloric acid at a pH of 2 to 3. After extraction with chloroform several times the aqueous phase was adjusted to a pH of 6 to 7 by means of saturated sodium bicarbonate solution and extracted several times with chloroform. This organic extract was dried and filtered. After evaporation in vacuo the evaporation residue was recrystallized from isopropanol. The colorless crystals were washed with absolute ether.

Provenance & Evidence