Methyl p-toluenesulfonate → HCID 22179225, compound

Participants

Reaction Steps

In a 250 mL round bottomed flask equipped with a magnetic stir bar, reflux condenser, and pressure-equalizing addition funnel, 10 mmol of 1-methyl-2-pyrrolidinecarbonitrile (16, prepared according to Chiba, et. al., J. Org. Chem. 1977, Vol. 42, No. 18, pp. 2973–7) is dissolved in 50 mL acetonitrile. The mixture is cooled with an ice bath and 10 mmol methyl p-toluenesulfonate (15, available from Aldrich Chemical Company, Inc., Milwaukee, Wis., 53233) is added slowly with stirring under an argon atmosphere. Once the addition is complete, the ice bath is removed and the reaction is warmed to reflux, stirred 16 h, then cooled to room temperature. The solvent is then removed under reduced pressure to obtain 17.

Provenance & Evidence