2-Fluoro-5-nitrobenzoic acid → 5-Amino-2-fluorobenzoic acid

HRID 2379185Notes

Reaction equation

HRID 2379185 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H][H]>CO.[C].[Pd]>[NH2:11][C:8]1[CH:9]=[CH:10][C:2]([F:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Participants

5

Reactant 2

HCID 2809972-Fluoro-5-nitrobenzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 27359105-Amino-2-fluorobenzoic acidYield 83.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

2-Fluoro-5-nitrobenzoic acid (60 g) was suspended in 300 ml of methanol, 6.0 g of 5% palladium-carbon was added thereto and the mixture was reduced at 40 ° C. with hydrogen pressure of 6.5 atm. The catalyst was removed, the solvent was evaporated and the crystals separated out therefrom were filtered to give 42 g of 5-amino-2-fluorobenzoic acid, m.p. 189°-192° C.

Workup

  1. customThe catalyst was removed
  2. customthe solvent was evaporated
  3. customthe crystals separated out
  4. filtrationtherefrom were filtered

Sources & evidence

ORD record
ord-65ea34e2c72948069c93eb5351e35c19
Source dataset
uspto-grants-1994_11
Patent number
US05360822

Reaction notes

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