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

HRID 260311Notes

Reaction equation

HRID 260311 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.O.[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

6

Reactant 2

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

Product 1

HCID 27354063-(3-Aminophenyl)propionic acid

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3-Nitrocinnamic acid (1.5 g, 7.77 mM) was suspended in a mixture of ethanol (80 ml) and water (20 ml), and palladium on charcoal (10%, 100 mg) added. The mixture was shaken in an atmosphere of hydrogen for 4.5 hours, when uptake of gas complete. After filtration through diatomaceous earth, the solvent was removed to give title compound.

Workup

  1. additionadded
  2. filtrationAfter filtration through diatomaceous earth
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-189497a60afe446ea7b7445d3a9cdc4b
Source dataset
uspto-grants-1996_06
Patent number
US05527791

Reaction notes

Loading…