3-Fluoro-4-nitrophenol → 4-Amino-3-fluorophenol

HRID 493389Notes

Reaction equation

HRID 493389 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:5]=1[F:11])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:5]=1[F:11]

Participants

4

Reactant 1

HCID 5209483-Fluoro-4-nitrophenol

Product 1

HCID 27359194-Amino-3-fluorophenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In a 1 l reactor, 10 g of 4-nitro-3-fluorophenol (0.0637 mol) with a catalytic quantity of palladium adsorbed on carbon (10% by mass) in ethanol (250 ml) is hydrogenated for 2 hours under a hydrogen pressure of 1.5 bars. The reaction medium is then filtered on a millipore filter then rinsed with ethanol, followed by evaporation to dryness and the residue is triturated with diethyl ether and the reaction medium stirred in a mixture of diisopropyl ether and isopentane (1:4). After filtration of the solid and drying, a beige-coloured powder is obtained.

Workup

  1. filtrationThe reaction medium is then filtered on a millipore
  2. filtrationfilter
  3. washthen rinsed with ethanol
  4. customfollowed by evaporation to dryness
  5. customthe residue is triturated with diethyl ether
  6. filtrationAfter filtration of the solid
  7. customdrying
  8. customa beige-coloured powder is obtained

Sources & evidence

ORD record
ord-0454f8aa986444e8ba0f425184860533
Source dataset
uspto-grants-2009_05
Patent number
US07534805B2

Reaction notes

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