Benzene, 1-fluoro-2-methyl-4-nitro- → 4-Fluoro-m-toluidine

HRID 1275988Notes

Reaction equation

HRID 1275988 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[CH3:11].[H][H]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 68001Benzene, 1-fluoro-2-methyl-4-nitro-HCID 178418361HCID 178418361, compound

Product 1

HCID 679814-Fluoro-m-toluidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 20 g (129 mmol) of 2-fluoro-5-nitrotoluene in 400 mL of ethanol was added 2 g of 10% Pd--C. The mixture was shaken under 45 P.S.I. H2 until hydrogen uptake ceased. The catalyst was filtered away and washed with ethanol, then the combined filtrate and washings were concentrated to 15.2 g (94%) of a colorless oil.

Workup

  1. filtrationThe catalyst was filtered away
  2. washwashed with ethanol
  3. concentrationthe combined filtrate and washings were concentrated to 15.2 g (94%) of a colorless oil

Sources & evidence

ORD record
ord-24f5a469feee404182e57476ac61e20c
Source dataset
uspto-grants-2000_12
Patent number
US06162927

Reaction notes

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