Piperidine → p-Toluenesulfonic acid

Participants

Reaction Steps

1-piperidino-1-cyclopentene was-synthesized as follows. In a 1-L 3-necked round-bottom flask equipped with an overhead stirrer, 20.0 g cyclopentanone was added to 120 mL hexane. 18.43 g piperidine was then added to the solution. 38.0 g anhydrous magnesium sulfate was then added to scavenge the water produced in the reaction, and 0.25 g p-toluenesulfonic acid was added as a catalyst. The mixture was then refluxed with overhead stirring over the course of 4 days. The suspension was allowed to cool, and the magnesium salts were removed by filtration. The hexane solution was then rotoevaporated at about 77° C. and 60 torr in order to remove the hexane solvent and unreacted piperidine.

Provenance & Evidence