1-Nitro-4-(2,2,2-trifluoro-1,1-dimethyl-ethoxy)-benzene → 4-(2,2,2-Trifluoro-1,1-dimethyl-ethoxy)-phenylamine

HRID 2381178Notes

Reaction equation

HRID 2381178 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]([CH3:17])([CH3:16])[C:12]([F:15])([F:14])[F:13])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[F:13][C:12]([F:14])([F:15])[C:11]([CH3:16])([CH3:17])[O:10][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=1

Participants

4

Reactant 1

HCID 667876401-Nitro-4-(2,2,2-trifluoro-1,1-dimethyl-ethoxy)-benzene

Product 1

HCID 667878504-(2,2,2-Trifluoro-1,1-dimethyl-ethoxy)-phenylamineYield 97.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Nitro-4-(2,2,2-trifluoro-1,1-dimethyl-ethoxy)-benzene (4.9 g) in methanol (30 ml) was hydrogenated over Pd/C (10%, 500 mg) at RT and atmospheric for 12 h. The catalyst was filtered off and the solvent removed in vacuo to give the desired 4-(2,2,2-trifluoro-1,1-dimethyl-ethoxy)-phenylamine (4.2 g) as a brown oil that was used without further purification in the next step.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-7569240c661442fe82a7500baad2ede0
Source dataset
uspto-grants-2012_09
Patent number
US08258158B2

Reaction notes

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