HCID 73508908, compound → HCID 19012812, compound

HRID 1729474Notes

Reaction equation

HRID 1729474 reaction equation
[C:1]1([CH:7]2[C:12](=[N:13]O)[CH:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[NH:10][C:9](=[O:21])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Ni]>[NH2:13][CH:12]1[CH:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[NH:10][C:9](=[O:21])[CH2:8][CH:7]1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 73508908HCID 73508908, compound

Product 1

HCID 19012812HCID 19012812, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

To a solution of 4,6-diphenyl-5-oximino-2-oxopiperidine (700 mg, 2.5 mmol) was added ca. 2 g of wet Raney nickel which had been washed with water (until washings had a neutral pH) followed by ethanol, and the mixture was placed under an atmosphere of hydrogen (40 psi, Parr apparatus) overnight. The mixture was filtered through a pad of diatomaceous earth (Celite (trademark)), and the filter cake was rinsed well with ethanol. The filtrate was concentrated to afford 500 mg of 5-amino-4,6-diphenyl-2-oxopiperidine as a foam.

Workup

  1. washhad been washed with water (until washings
  2. filtrationThe mixture was filtered through a pad of diatomaceous earth (Celite (trademark))
  3. washthe filter cake was rinsed well with ethanol
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5a6919a975684a2a8e36b9ca75ea8771
Source dataset
uspto-grants-1994_07
Patent number
US05332817

Reaction notes

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