2-Fluoro-4-nitrobenzoic acid → 4-Amino-2-fluorobenzoic acid

HRID 1406465Notes

Reaction equation

HRID 1406465 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([N+:11]([O-])=O)[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H][H]>C1COCC1.[Pd]>[NH2:11][C:9]1[CH:8]=[CH:7][C:3]([C:4]([OH:6])=[O:5])=[C:2]([F:1])[CH:10]=1

Participants

5

Reactant 2

HCID 3026792-Fluoro-4-nitrobenzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 3026804-Amino-2-fluorobenzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-fluoro-4-nitro-benzoic acid (2.8 g, 15.1 mmol) in 100 mL THF was combined with palladium/charcoal 10% (250 mg) and hydrogenated for 6.5 h in a Parr apparatus at ambient temperature at 3 bar hydrogen pressure. Then the mixture is filtered.

Workup

  1. filtrationThen the mixture is filtered

Sources & evidence

ORD record
ord-4113df2bb1a44df483d5c8abd742fb16
Source dataset
uspto-grants-2014_12
Patent number
US08916599B2

Reaction notes

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