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

HRID 1278973Notes

Reaction equation

HRID 1278973 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 g (40.9 mmol) 3-(1-benzylpiperidin-4-yloxy)-propionitrile are dissolved in 100 ml ethanol and added to a spatula tip Raney-Nickel. The mixture is stirred at RT and under hydrogen atmosphere until the consumption of the theoretical amount of hydrogen to be taken up (ca. two days). Subsequently, this is filtered from the catalyst and the solvent is removed under vacuum. The residue is distilled in a bulb tube apparatus. Yield of a colorless oil: 7.5 g (73%).

Workup

  1. custom(ca. two days)
  2. filtrationSubsequently, this is filtered from the catalyst
  3. customthe solvent is removed under vacuum
  4. distillationThe residue is distilled in a bulb tube apparatus

Sources & evidence

ORD record
ord-8da270c868434afa8ec7cdf45c2721af
Source dataset
uspto-grants-2002_09
Patent number
US06444823B1

Reaction notes

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