Piperazine → N-benzyl-5-(1-piperazinyl)indole

Participants

Reaction Conditions

Reaction Steps

A flask was charged with 75 ml of o-xylene, 6.21 g of N-benzyl-5-bromoindole, 11.2 g of piperazine and 2.85 g of NaOBut. The flask was flushed with nitrogen for 10 minutes, and then, 6.0 mg of palladium acetate (the ratio of palladium atom/N-benzyl-5-bromoindole=0.10% by mole) and 0.07 ml of a solution in toluene of tri-tert.-butylphosphine having a concentration of 0.25 g/ml were added into the flask. Then the content was heated to 110° C. and maintained at that temperature for 3 hours. Extraction, drying and concentration were conducted, and finally recrystallization was conducted from toluene to give N-benzyl-5-(1-piperazinyl)indole. The yield was 89% by mole on the basis of N-benzyl-5-bromoindole.

Provenance & Evidence