2,3-Difluoro-6-nitrophenol → 6-Amino-2,3-difluorophenol

HRID 323060Notes

Reaction equation

HRID 323060 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[OH:12]>[Pd]>[OH:12][C:3]1[C:2]([F:1])=[C:7]([F:8])[CH:6]=[CH:5][C:4]=1[NH2:9]

Participants

3

Reactant 1

HCID 27337452,3-Difluoro-6-nitrophenol

Product 1

HCID 27784416-Amino-2,3-difluorophenolYield 100.2%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2,3 difluoro 6-nitro phenol (2 g, 11 mmol) was treated with 10% Pd/C (1 g) at 23° C. The reaction mixture was flushed with hydrogen gas and the reaction was allowed to stir 12 h before it was filtered through celite. The filtrate was concentrated in vacuo to afforded the title compound (1.6 g, 97%). EI-MS m/z 146 (M+H)+

Workup

  1. customThe reaction mixture was flushed with hydrogen gas
  2. filtrationwas filtered through celite
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-292d0863a988499ca94767e788e3c2aa
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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