Ammonia → 4-Amino-1-Boc-piperidine

HRID 379536Notes

Reaction equation

HRID 379536 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H].[NH3:17]>[Ni]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 12682914-Amino-1-Boc-piperidine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

100.0 g (0.50 mol) of 1-tert-butoxycarbonyl-4-piperidone were subjected to reductive amination in 300 ml of ammonia-saturated methanol in the presence of 20.0 g of Raney nickel at 100° C. and a hydrogen pressure of 100 bar. After the catalyst had been removed by filtration, the mixture was concentrated. This gave 95.5 g of a brown oil (95.4% of theory).

Workup

  1. customAfter the catalyst had been removed by filtration
  2. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-45cb56b5e7064931aff72f9c692428f8
Source dataset
uspto-grants-2001_10
Patent number
US06300333B1

Reaction notes

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