5-(Benzyloxy)-2-methoxyaniline → 4-Benzyloxy-2,3-dimethyl-7-methoxyindole

Participants

Reaction Conditions

Reaction Steps

1 mole (229 g) of 3-benzyloxy-6-methoxyaniline is added to 700 ml of dimethylformamide and 0.5 mole (76 g) of 2-bromobutanone. The reaction medium is heated to 40° C. for 2 hours 30 minutes and then to 120° C. for three quarters of an hour. By adding ice and then cooling, an oil is obtained which is decanted and then dissolved in ethyl acetate. After washing with a 2N solution of hydrochloric acid, then with water and evaporation of the ethyl acetate, the desired product is obtained in the form of a dry extract which is recrystallized from cyclohexane under reflux. The desired product melts at 100° C.

Provenance & Evidence