Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate → tert-Butyl 4-formylpiperidine-1-carboxylate

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Reaction Steps

To a solution of Example 1B (5 g, 23.22 mmol) in dichloromethane (50 mL) was added pyridinium chlorochromate (10.01 g, 46.4 mmol) and the mixture stirred for 12 hours. The mixture was filtered through diatomaceous earth with dichloromethane, concentrated and purified by column chromatography on silica gel (Isco®, Redi-Sep® column), eluting with 40% ethyl acetate in hexane to afford the title compound. LCMS: 213.9 (M+H)+.

Provenance & Evidence