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

HRID 2259632Notes

Reaction equation

HRID 2259632 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>C(O)C.[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)aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-Methoxy-5-trifluoromethyl-nitrobenzene (283 mmol, 62,67 g) suspended in ethanol (500 ml) is hydrogenated over palladium on carbon 5% (1.7 g) and the reaction mixture is filtered through celite. The filtrate is concentrated in vacuo yielding the title compound as light grey crystals M.p. 61° C.

Workup

  1. filtrationthe reaction mixture is filtered through celite
  2. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-3acc2883e333471e9105a157b702d3ba
Source dataset
uspto-grants-1995_12
Patent number
US05475015

Reaction notes

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