2-Fluoro-6-nitroanisole → 3-Fluoro-2-methoxyaniline

HRID 2175876Notes

Reaction equation

HRID 2175876 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[O:11][CH3:12]>CO.[Pd]>[F:1][C:2]1[C:3]([O:11][CH3:12])=[C:4]([CH:5]=[CH:6][CH:7]=1)[NH2:8]

Participants

4

Reactant 1

HCID 5986062-Fluoro-6-nitroanisole

Product 1

HCID 5811093-Fluoro-2-methoxyaniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-fluoro-2-methoxy-3-nitrobenzene (25.0 g, 146 mmol) and Pd/C (10%, 7.5 g) in 500 mL of MeOH was stirred at room temperature under 55 psi of H2 for 4 hours before filtration. The filtrate was concentrated to give the title compound.

Workup

  1. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-83429c9e9074418a9b6d34fd14195ce7
Source dataset
uspto-grants-2015_06
Patent number
US09062070B2

Reaction notes

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