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

Participants

Reaction Steps

N-BOC-piperidine-4-carboxylic acid (3.00 g, 13.08 mmol) was dissolved in THF and CDI (4.00 g, 24.7 mmol) was added in portions. The mixture was stirred for 2 h and N,O-dimethylhydroxylamine hydrochloride (4.00 g, 41 mmol) was added and stirring continued for 12 hours. The mixture was diluted with EtOAc and extracted 3 times with brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified Biotage® to provide the title compound. 1H NMR (CD2Cl2) δ 4.12 (d,2H), 3.71 (s, 3H), 3.15 (s, 3H), 2.83 (m, 1H), 2.76 (t, 2H), 1.70 (dd, 2H), 1.59 (m, 2H), 1.45 (s, 9H).

Provenance & Evidence