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

HRID 1780648Notes

Reaction equation

HRID 1780648 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-])=O)=[C:6]([OH:8])[CH:7]=1>[Pd].C(O)C>[NH2:9][C:5]1[CH:4]=[CH:3][C:2]([F:1])=[CH:7][C:6]=1[OH:8]

Participants

4

Reactant 1

HCID 99375-Fluoro-2-nitrophenol

Product 1

HCID 1857632-Amino-5-fluorophenolYield 93%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

To 500 mg of 10% palladium on carbon in a Parr bottle containing 50 ml of anhydrous ethanol was added a solution of 10 g (64 mmol) 5-fluoro-2-nitrophenol in 150 ml ethanol. The flask was evacuated, charged with hydrogen and shaken on a Parr apparatus for 1 hour. The catalyst was removed by filtration through Celite® and the filtrate was evaporated to dryness in vacuo to give 7.54 g (93% yield) of a dark solid.

Workup

  1. customThe flask was evacuated
  2. additioncharged with hydrogen
  3. customThe catalyst was removed by filtration through Celite®
  4. customthe filtrate was evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-493b4c6fdda44d799948ade9df3d67b5
Source dataset
uspto-grants-1997_05
Patent number
US05631209

Reaction notes

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