1-(4-Nitrophenyl)piperidin-4-one → 1-(4-Aminophenyl)piperidin-4-one

HRID 1910822Notes

Reaction equation

HRID 1910822 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][C:13](=[O:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>CO.[Ni]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:11][CH2:12][C:13](=[O:16])[CH2:14][CH2:15]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 38425621-(4-Nitrophenyl)piperidin-4-one

Product 1

HCID 222202411-(4-Aminophenyl)piperidin-4-oneYield 90.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A solution of 1-(4-nitrophenyl)-4-piperidone (400 mg, 1.8 mmol) in methanol (5 μL) was hydrogenated over Raney nickel (0.08 g) at atmospheric pressure for 3 hours at r.t. The mixture was filtered through Celite and the filtrate evaporated to dryness to obtain 1-(4-aminophenyl)-4-piperidone (310 mg, 89%) as a semisolid.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-4bcb3fe331174c9abecf3fb28b7c6882
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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