N-Methyl-2-(2-nitrophenyl)ethan-1-amine → 2-[2-(Methylamino)ethyl]aniline

HRID 2118017Notes

Reaction equation

HRID 2118017 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-])=O>C(O)C.[Ni]>[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH2:11]

Participants

4

Reactant 1

HCID 21925651N-Methyl-2-(2-nitrophenyl)ethan-1-amine

Product 1

HCID 219256412-[2-(Methylamino)ethyl]aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of N-methyl-N-(2-(2-nitrophenyl)ethyl)amine (WO 9803473, pg 100) (3 g, 16.65 mmol) and Raney® nickel (500 mg) in ethanol (50 ml) was hydrogenated at 60 psi and room temperature for 2 hours. The mixture was filtered through Celite® and the filtrate evaporated under reduced pressure to give the title compound as an oil.

Workup

  1. filtrationThe mixture was filtered through Celite®
  2. customthe filtrate evaporated under reduced pressure

Sources & evidence

ORD record
ord-e3054d1d3cb348c195e344b4c873c0cb
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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