Acetophenone → 1-(1-Phenylvinyl)pyrrolidine

Participants

Reaction Conditions

Reaction Steps

100 g of molecular sieve are heated at 500° C. for 8 hours and then added to a mixture of 20 mmol of acetophenone and 22 mmol of pyrrolidine in 200 ml of anhydrous ether. The reaction mixture is stirred at ambient temperature until, in the infra-red, no more free ketone (C═O 1689 cm−1) is detected in the supernatant and the absorption for the enamine (C═C—N 1600 cm−1) is at a maximum. The mixture is then filtered and the molecular sieve is washed with ether. The solvent is evaporated off under reduced pressure and the crude residue is purified by distillation under reduced pressure.

Provenance & Evidence