Hydrochloric Acid → 1-Benzyl-4-(4-nitrophenyl)piperazine

Participants

Reaction Steps

To 12.5 g (0.07 mol) of mechanically stirred 1-benzylpiperazine was added 10.0 g (0.07 mol) of 4-nitrofluorobenzene. After 10 minutes of a mildly exothermic reaction, the mixture solidified. The yellow solid was suspended in 50 mL of ethyl acetate and ethereal HCl was slowly added to the stirring mixture under a nitrogen atmosphere. The solid was collected (filtration) and partitioned between 10% sodium hydroxide solution and benzene. The benzene layer was washed with ten 100 mL portions of water, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to give a yellow oil. Upon cooling, the oil crystallized. The solid was recrystallized from 2-propanol/petroleum ether (60°-110°) to give 9.8 g (47%) of yellow solid, mp 115°-118° C.

Provenance & Evidence