2-Propenoic acid, 3-(3-nitrophenyl)- → 3-(3-Aminophenyl)propionic acid

HRID 1636840Notes

Reaction equation

HRID 1636840 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:12]=[CH:13][CH:14]=1)[CH:7]=[CH:8][C:9]([OH:11])=[O:10])([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 683902-Propenoic acid, 3-(3-nitrophenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 27354063-(3-Aminophenyl)propionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Nitrocinnamic acid (50 g) was suspended in ethanol (600 cm3) and reduced in the presence of palladium catalyst until no further hydrogen uptake was observed. After filtering the solvent was evaporated under reduced pressure to give the pure product in quantitative yield as a brown oil which slowly crystallised.

Workup

  1. filtrationAfter filtering the solvent
  2. customwas evaporated under reduced pressure
  3. customto give the pure product in quantitative yield as a brown oil which
  4. customslowly crystallised

Sources & evidence

ORD record
ord-7a02d25af6284ef9a228ef45c3dcff95
Source dataset
uspto-grants-2000_03
Patent number
US06037309

Reaction notes

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