1,4-Cyclohexadiene → HCID 67388645, compound

Participants

Reaction Conditions

Reaction Steps

Phenylmethyl 4-[(3S)-3-hydroxy-1-pyrrolidinyl]-1-piperidinecarboxylate (1.33 g, 4.37 mmol) was dissolved in methanol (11.65 ml) and 1,4-cyclohexadiene (2.91 ml) was added. The mixture was flushed with nitrogen and palladium on carbon (10%) (0.023 g, 0.218 mmol) was added. The reaction mixture was heated in an 80° C. oil bath at reflux for 1 h. The mixture was filtered through Celite®, washed with MeOH, and the filtrate was concentrated to afford (3S)-1-(4-piperidinyl)-3-pyrrolidinol (0.670 g, 81% yield). MS (m/z) 171.0 (M+H+).

Provenance & Evidence