1-(4-Nitrobenzyl)piperidine → 4-(Piperidin-1-ylmethyl)aniline

HRID 1883774Notes

Reaction equation

HRID 1883774 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H][H]>CO.[Ni]>[N:1]1([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([NH2:14])=[CH:12][CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 7835411-(4-Nitrobenzyl)piperidineHCID 178418361HCID 178418361, compound

Product 1

HCID 8461504-(Piperidin-1-ylmethyl)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

37.0 g of 4-(piperidin-1-yl-methyl)-nitrobenzene are dissolved in 300 ml of methanol, 8.0 g of Raney nickel are added and the mixture is hydrogenated for 85 minutes with 3 bars of hydrogen at room temperature. The catalyst is filtered off and the filtrate is evaporated down.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated down

Sources & evidence

ORD record
ord-514986490c794ce8973938651f5ebda3
Source dataset
uspto-grants-2004_07
Patent number
US06762180B1

Reaction notes

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