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

HRID 1294466Notes

Reaction equation

HRID 1294466 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-benylpiperidin-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. two days). The mixture is filtered from the catalyst and the solvent is removed under vacuum. The residue is distilled in a bulb tube 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 bulb tube apparatus

Sources & evidence

ORD record
ord-8f0bc9ba11564026af81e54f68306f68
Source dataset
uspto-grants-2007_07
Patent number
US07241745B2

Reaction notes

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