Hydroxylamine → 1-tert-Butyloxycarbonyl-4-(N-Hydroxycarbamimidoyl)piperidine
Reaction equation
[C:1]([CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)#[N:2].[NH2:16][OH:17]>C(O)C>[OH:17]/[N:16]=[C:1](/[CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1)\[NH2:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A solution of tert-butyl 4-cyanopiperidine-1-carboxylate (0.5 g, 2.378 mmol) in ethanol (12 mL) was treated with hydroxylamine (50% in water, 0.51 mL, 8.32 mmol). The reaction was heated at 80° C. for 1.5 hours. The reaction was cooled to ambient temperature and concentrated under reduced pressure. The concentrate was dried to constant weight in a vacuum oven at 60° C. to provide the title compound. DCI(+) m/z 244.1 [M+H]+.