4-Fluoro-2-nitroanisole → 5-Fluoro-2-methoxyaniline

HRID 1381111Notes

Reaction equation

HRID 1381111 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1>C(O)C.[Pd].[H][H]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([CH:3]=1)[NH2:10]

Participants

5

Reactant 1

HCID 5656564-Fluoro-2-nitroanisole

Product 1

HCID 2231055-Fluoro-2-methoxyaniline

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

Reduction of 1-fluoro-3-nitro-4-methoxybenzene (34 g) in 400 ml of ethanol was carried out with 2 g of 10% palladium/carbon catalyst in hydrogen. The mixture was filtered, concentrated and used without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customused without further purification

Sources & evidence

ORD record
ord-91e5fb309b424494b3b074a55a800b95
Source dataset
uspto-grants-1986_04
Patent number
US04585773

Reaction notes

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