4-Fluoro-3-nitrobenzoic acid → 3-Amino-4-fluorobenzoic acid

HRID 6866

Reaction equation

HRID 6866 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[F:13])[C:7]([OH:9])=[O:8])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]=1[F:13])[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 679874-Fluoro-3-nitrobenzoic acid

Product 1

HCID 753963-Amino-4-fluorobenzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-nitro-4-fluorobenzoic acid (1.85 g, 10.0 mmol) in MeOH (10 mL) and 5% Pd/C (100 mg) was stirred under an atmosphere of hydrogen and for 6 h. The catalyst was removed by filtration, washed with methanol and the volatiles were removed in vacuo to give compound 8A, 3-amino-4-fluorobenzoic acid, as a light yellow solid (1.50 g, 9.67 mmol, 97%).

Workup

  1. customThe catalyst was removed by filtration
  2. washwashed with methanol
  3. customthe volatiles were removed in vacuo

Sources & evidence

ORD record
ord-67fc0467b9744c9cae8a4d6ce0d4b91d
Source dataset
uspto-grants-2006_08
Patent number
US07084160B2

Linked notes

Loading…