Water → 3-(4-Aminophenyl)propionic acid

HRID 399549

Reaction equation

HRID 399549 reaction equation
O.[N+:2]([C:5]1[CH:15]=[CH:14][C:8]([CH:9]=[CH:10][C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)([O-])=O.[H][H]>[Pd].CO>[NH2:2][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:14][CH:15]=1

Participants

6

Reactant 3

HCID 962WaterHCID 701562-Propenoic acid, 3-(4-nitrophenyl)-HCID 178418361HCID 178418361, compound

Product 1

HCID 754513-(4-Aminophenyl)propionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

15 g of palladium on carbon (10% and 30 ml of water are added to a mixture of 155 g of 4-nitrocinnamic acid in 1 l of methanol, and hydrogenation is carried out at room temperature under 3 bar until no further hydrogen is taken up, after about 2 hours. After filtration and evaporation of the solvent in a rotary evaporator, residual water is removed by twice adding 300 ml portions of toluene and distilling off the solvent in a rotary evaporator.

Workup

  1. filtrationAfter filtration and evaporation of the solvent
  2. customin a rotary evaporator, residual water
  3. customis removed
  4. additionby twice adding 300 ml portions of toluene
  5. distillationdistilling off the solvent
  6. customin a rotary evaporator

Sources & evidence

ORD record
ord-080107e432b24871a28213b866e90934
Source dataset
uspto-grants-1998_10
Patent number
US05821240

Linked notes

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