2-(3-Fluoro-4-nitrophenyl)propanoic acid → 2-(4-Amino-3-fluorophenyl)propanoic acid

HRID 637611Notes

Reaction equation

HRID 637611 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:11]([CH3:15])[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O>C(O)C.[Pd]>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([CH:11]([CH3:15])[C:12]([OH:14])=[O:13])=[CH:3][C:2]=1[F:1]

Participants

4

Reactant 1

HCID 130652292-(3-Fluoro-4-nitrophenyl)propanoic acid

Product 1

HCID 130652312-(4-Amino-3-fluorophenyl)propanoic acidYield 98.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In 100 ml of ethanol was dissolved 3 g of 2-(3-fluoro-4-nitrophenyl)propionic acid. To the solution was added 0.25 g of 5% palladium on charcoal to conduct catalytic hydrogenation. The catalyst was filtered off and the solvent was evaporated off under reduced pressure to afford 2.55 g of 2-(4-amino-3-fluorophenyl)propionic acid as an oily substance.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated off under reduced pressure

Sources & evidence

ORD record
ord-d482ecece71e4affa281cdcea6661ce9
Source dataset
uspto-grants-1985_12
Patent number
US04557871

Reaction notes

Loading…