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

HRID 275956Notes

Reaction equation

HRID 275956 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[C:4]([O:11][CH3:12])[CH:3]=1.[H][H]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([O:11][CH3:12])[CH:3]=1

Participants

4

Reactant 2

HCID 27792505-Fluoro-2-nitroanisoleHCID 178418361HCID 178418361, compound

Product 1

HCID 135322284-Fluoro-2-methoxyanilineYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Paladium/carbon(Pd/C, 5%, 0.5 g) was added to a solution of 4-fluoro-2-methoxynitrobenzene (1.65 g, 9.6 mmol) in ethanol, which was then stirred for 1 hour under 30 psi of hydrogen pressure. The reaction mixture was filtered to remove paladium/carbon, and concentrated to give 1.35 g of the titled compound. (Yield 100%)

Workup

  1. filtrationThe reaction mixture was filtered
  2. customto remove paladium/carbon
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-0d55248ed97d4bf9b89af13e68247d2d
Source dataset
uspto-grants-2002_03
Patent number
US06352993B1

Reaction notes

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