Methanol → N-(4-Aminophenyl)propanamide

HRID 2263236Notes

Reaction equation

HRID 2263236 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])=[CH:6][CH:5]=1)([O-])=O.CO>[Pd].O1CCCC1>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11](=[O:14])[CH2:12][CH3:13])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 3627923N-(4-Nitrophenyl)propionamide

Product 1

HCID 314342N-(4-Aminophenyl)propanamideYield 94.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of N-(4-nitrophenyl)propanamide (10 g, 51.5 mmol), 10% palladium on carbon (1 g), methanol (500 ml) and tetrahydrofuran (100 ml) was stirred under hydrogen atmosphere for 12 hours, insoluble substances were removed by filtration, and the filtrate was concentrated to give 8.00 g (94.8%) of the desired product as an oil.

Workup

  1. custominsoluble substances were removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1440103e8f404a808306c6bce395f453
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

Loading…