2-(4-Nitrophenyl)propanamide → 4-Aminophenyl propionamide

HRID 1906228Notes

Reaction equation

HRID 1906228 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:14])[C:11]([NH2:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH3:14])[C:11]([NH2:13])=[O:12])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 50864052-(4-Nitrophenyl)propanamide

Product 1

HCID 128052284-Aminophenyl propionamideYield 100.4%

Reagents, catalysts & solvents 2

HCID 5083724Palladium monoxideCatalystHCID 702EthanolSolvent

Procedure

2-(4-Nitrophenyl)propionamide (5.3 g) in ethanol (250 ml) was hydrogenated over palladium oxide on charcoal (5%, 0.5 g) at atmospheric pressure. The reaction was terminated after 1775 ml of hydrogen had been absorbed and the catalyst was removed by filtration. Removal of the solvent gave the title compound as a white solid (4.5 g), m.p. 120°-122°.

Workup

  1. customThe reaction was terminated after 1775 ml of hydrogen
  2. customhad been absorbed
  3. customthe catalyst was removed by filtration
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-ad9a60c6c407446da177feb7fca04fac
Source dataset
uspto-grants-1987_03
Patent number
US04650810

Reaction notes

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