2-Nitro-4-trifluoromethylanisole → 2-Methoxy-5-(trifluoromethyl)aniline

HRID 2079681Notes

Reaction equation

HRID 2079681 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[N+:13]([O-])=O>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:10])([F:11])[F:12])=[CH:5][C:4]=1[NH2:13]

Participants

4

Reactant 1

HCID 967482-Nitro-4-trifluoromethylanisole

Product 1

HCID 6006372-Methoxy-5-(trifluoromethyl)anilineYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-methoxy-3-nitrobenzotrifluoride and 10% of 10% Pd/C in methanol was stirred under H2 atmosphere overnight at room temperature. The reaction mixture was filtered through celite, concentrated and dried under vacuum to provide product as an off white solid in 99% yield. ES/MS m/z 192.1 (MH+).

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationconcentrated
  3. customdried under vacuum
  4. customto provide product as an off white solid in 99% yield

Sources & evidence

ORD record
ord-0e11a43a96194bd6b45518dc8d910a74
Source dataset
uspto-grants-2011_04
Patent number
US07932262B2

Reaction notes

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