Piperazine → 1-(Pyridin-3-yl)piperazine

Participants

Reaction Conditions

Reaction Steps

A 500 ml Kjeldahl flask equipped with a cooling condenser and a thermometer was charged with a solution of 44.6 g of piperazine in 45 ml of o-xylene, a solution of 13.44 g of 3-bromopyridine in 45 ml of o-xylene, and a solution of 11.3 g of NaOBut in 45 ml of o-xylene, and further with a solution of 19 mg of palladium acetate in 10 ml of o-xylene (the ratio of palladium atom/heterocyclic aromatic halide=0.1% by mole). The flask was flushed with nitrogen for about 20 minutes while the content was stirred, and 0.26 ml of a solution in toluene of tri-tert.-butylphosphine having a concentration of 0.256 g/ml was added. Then the mixture was heated to 120° C., and maintained at that temperature for 3 hours with stirring. After completion of the reaction, the same treatment as employed in Example 1 was conducted to give colorless oily 1-(3-pyridyl)piperazine. The yield was 86% by mole.

Provenance & Evidence