3-[(1-benzyl-4-piperidyl)oxy]propanenitrile → 200868-41-3

HRID 1280785Notes

Reaction equation

HRID 1280785 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][CH2:15][CH2:16][C:17]#[N:18])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)C.[Ni]>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([O:14][CH2:15][CH2:16][CH2:17][NH2:18])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 27945993-[(1-benzyl-4-piperidyl)oxy]propanenitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 18425738200868-41-3

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

10.0 g (40.9 mmol) 3-(1-benzylpiperidin-4-yloxy)-propionitrile are dissolved in 100 ml ethanol and added to a spatula tip of Raney-Nickel. The mixture is stirred at RT under hydrogen atmosphere until the uptake of the theoretical amount of hydrogen (ca. 2 days). The mixture is filtered from the catalyst and the solvent is removed under vacuum. The residue is distilled in a ball-pipe apparatus. Yield of colorless oil: 7.5 g (73%)

Workup

  1. filtrationThe mixture is filtered from the catalyst
  2. customthe solvent is removed under vacuum
  3. distillationThe residue is distilled in a ball-pipe apparatus

Sources & evidence

ORD record
ord-feea86feec234e7da841a57a76aaca24
Source dataset
uspto-grants-2002_09
Patent number
US06451816B1

Reaction notes

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