1,1'-Carbonyldiimidazole → tert-Butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

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Reaction Steps

To a solution of 1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (11 g, 48 mmol) in DCM (120 mL) was added CDI (11 g). After stirring at rt for 2 h, N,O-dimethylhydroxylamine hydrochloride was added in portions. The mixture was stirred for 3 h at rt and was then left to stand overnight. The solvent was removed under vacuum, the residue was extracted with DCM, washed with brine and water, dried over anhydrous sodium sulfate and concentrated to give crude tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (8 g, 61% yield) as a white solid which was used directly in the next step.

Provenance & Evidence