Acetic Acid → 2-(4-Amino-2,5-difluorophenyl)acetic acid

HRID 2173389Notes

Reaction equation

HRID 2173389 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([F:11])=[CH:4][C:3]=1[CH2:12][C:13]([OH:15])=[O:14].CC(O)=O>CCOC(C)=O.[Pd]>[NH2:8][C:6]1[C:5]([F:11])=[CH:4][C:3]([CH2:12][C:13]([OH:15])=[O:14])=[C:2]([F:1])[CH:7]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 675159392-(2,5-Difluoro-4-nitrophenyl)acetic Acid

Product 1

HCID 675159132-(4-Amino-2,5-difluorophenyl)acetic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (2,5-difluoro-4-nitrophenyl)acetic acid (440 mg, 2.03 mmol) in 20 ml of EtOAc was added HOAc (121 mg, 2.03 mmol) and 200 mg of Pd/C was stirred at room temperature under H2 atmosphere for 3 hours. The reaction mixture was filtrated and concentrated to give (4-amino-2,5-difluorophenyl)acetic acid.

Workup

  1. filtrationThe reaction mixture was filtrated
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-7f0df05282c4479c9c1bab06fb4cea00
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

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