Ethyl 3-oxo-1-(phenylmethyl)-4-piperidinecarboxylate → Ethyl 5-amino-1-benzyl-1,2,3,6-tetrahydropyridine-4-carboxylate

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Reaction Steps

Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate (25 g, 83.96 mM) and ammonium acetate (32.36 g, 419.79 mM) in MeOH (250 mL) were agitated overnight. The mixture was concentrated, the crude product was dissolved in methylene chloride and washed sequentially with aqueous saturated potassium carbonate solution and water. The organic was dried and reduced in vacuo to yield the title compound (24.0 g, 110%, higher yield possibly due to accluded solvents) as an oil which solidified on standing.

Provenance & Evidence