Water → 1-(1-benzylpyrrolidin-3-yl)-N-methylmethanamine

Participants

Reaction Steps

To a suspension of 37.40 g (1.00 mole) lithium aluminum hydride in 1000 mL tetrahydrofuran, was added a solution of 88.3 g (0.380 mole) of N-methyl-5-oxo-1-(phenylmethyl)-3-pyrrolidinecarboxamide in tetrahydrofuran dropwise under nitrogen. The reaction was then refluxed overnight. The reaction flask was cooled in an ice bath and treated dropwise successively with 37.4 mL of water, 37.4 mL of 15% sodium hydroxide and 112.2 mL of water. The precipitated solids were filtered and washed with hot ethanol. The combined filtrates were concentrated, then dissolved in dichloromethane, filtered, dried over magnesium sulfate, and the solvent evaporated under reduced pressure to give 68.68 g of N-methyl-1-(phenylmethyl)-3-pyrrolidinemethanamine as an oil. This material was used without further purification in the step.

Provenance & Evidence