5-Fluoro-2-nitrophenol → 2-Amino-5-fluorophenol

HRID 323058Notes

Reaction equation

HRID 323058 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5]([N+:8]([O-])=O)=[CH:6][CH:7]=1>[Pd]>[OH:11][C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=1[NH2:8]

Participants

3

Reactant 1

HCID 99375-Fluoro-2-nitrophenol

Product 1

HCID 1857632-Amino-5-fluorophenolYield 100.1%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

3-fluoro 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 afford the title compound (1.4 g, 77%). EI-MS m/z 169 (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-05a0f9692dda4361a49ec5da3caeed0a
Source dataset
uspto-grants-2001_04
Patent number
US06211373B1

Reaction notes

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