Hydrochloric Acid → 1-[4-(Quinolin-2-yl-methoxy)phenyl]-1-pentylamine

Participants

Reaction Conditions

Reaction Steps

10.5 g (30 mmol) of 2-[4-(quinolin-2-yl-methoxy)phenyl]-caproic acid and 7.7 ml (36 mmol) of phosphoric acid diphenylester-azide are dissolved in 100 ml of dimethylformamide at 0° C. and 10 ml (72 mmol) of triethylamine are added. The mixture is heated at 70° C. for 1 hour and cooled to 0° C., 75 ml of 5 normal hydrochloric acid are added dropwise and the mixture is again heated at 70° C. for 1 hour. The reaction mixture is poured onto water, rendered alkaline with 2-normal sodium hydroxide solution and extracted 5 times with ethyl acetate. After drying over Na2SO4, the extract is evaporated. The product crystallizes out.

Provenance & Evidence