Ammonium formate → (S)-6-Cyclohexyl-piperidin-2-one

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Reaction Steps

To a solution of (S)-5-Cyclohexyl-5-((S)-1-phenyl-ethylamino)-pentanoic acid ethyl ester (2.0 g, 6.0 mmol, 1.0 equiv) in MeOH (60 mL) was added Pd (1.6 g, 10% on carbon, 1.51 mmol, 0.25 equiv) and ammonium formate (3.8 g, 60.3 mmol, 10.0 equiv). The mixture was heated to reflux for 2 hours. The solution was then cooled at room temperature and filtered through Celite. The filtrate was concentrated and the residue was purified by silica gel column chromatography, acetone/heptane 50% to give product 1.05 g (96% yield).

Provenance & Evidence