Methane → 1-(4-(Benzyloxy)-3-nitrophenyl)piperazine

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromo-2-nitro-1-[(phenylmethyl)oxy]benzene (3.08 g, 10 mmol) in dioxane (60 ml) was added piperazine (2.58 g, 30 mmol) followed by cesium carbonate (4.8 g, 15 mmol), rac-2,2′ bis(diphenylphosphino)-1,1′-binapthyl (0.311 g, 0.5 mmol) and palladium acetate (0.112 g, 0.5 mmol). The resulting mixture was heated at 100° C. under an atmosphere of argon overnight. The mixture was allowed to cool, charcoal was added and the mixture stirred at room temperature for 30 minutes. The solids were then removed by filtration through celite and the residue washed with ethyl acetate. The filtrate was then reduced in vacuo and the residue was purified by flash column chromatography gave 1-(4-(benzyloxy)-3-nitrophenyl)piperazine which was used for next step without further purification.

Provenance & Evidence