2,5-Difluoro-4-nitrobenzoic acid → 4-Amino-2,5-difluorobenzoic acid

HRID 1878347Notes

Reaction equation

HRID 1878347 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([N+:11]([O-])=O)[C:8]([F:14])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]>C(O)C.[Pd]>[NH2:11][C:9]1[C:8]([F:14])=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([F:1])[CH:10]=1

Participants

4

Reactant 1

HCID 2463752,5-Difluoro-4-nitrobenzoic acid

Product 1

HCID 201514774-Amino-2,5-difluorobenzoic acidYield 93.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2,5-Difluoro-4-nitrobenzoic acid (1 g, 4.9 mmol) was dissolved in ethanol. 10% Palladium on carbon (500 mg) was added and reaction stirred under a hydrogen balloon overnight. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to afford the title compound (0.79 g).

Workup

  1. customreaction
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-423023a757794deabda7a50b2aff2ab5
Source dataset
uspto-grants-2012_11
Patent number
US08314091B2

Reaction notes

Loading…