1-Azabicyclo[2.2.2]octane-4-carbonitrile → Quinuclidin-4-ylmethanamine

Participants

Reaction Steps

To a solution of 4-cyanoquinuclidine (500 mg, 3.64 mmol, prepared by the method described in EP-269,991-A) in dry THF (5 mL) was added a 1M solution of lithium aluminum hydride (8 mL, 8.0 mmol). The reaction was heated under reflux for 2.5 hours, then subjected to a Fieser workup to yield 4-aminomethylquinuclidine (460 mg, 91%).

Provenance & Evidence