4-Methyl-3-nitrobenzotrifluoride → 2-Methyl-5-(trifluoromethyl)aniline

HRID 1591097Notes

Reaction equation

HRID 1591097 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-])=O>C(O)C.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:10])[F:11])=[CH:4][C:3]=1[NH2:12]

Participants

4

Reactant 1

HCID 14728854-Methyl-3-nitrobenzotrifluoride

Product 1

HCID 27359332-Methyl-5-(trifluoromethyl)anilineYield 79.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-Methyl-5-trifluoromethylnitrobenzene (14.8 g) was dissolved in ethanol (100 ml) and hydrogenated at ambient temperature and pressure in the presence of palladium on charcoal (10%; 0.5 g). The solution was filtered and evaporated to dryness to give 2-methyl-5-trifluoromethylaniline (10.1 g) as a pale yellow oil.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-b60f6c0e4e074d2484a1a5236d4de3b2
Source dataset
uspto-grants-1993_04
Patent number
US05206257

Reaction notes

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