1-(3-Fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene → 4-(3-Fluoropropyl)-3-(trifluoromethyl)aniline

HRID 2070032Notes

Reaction equation

HRID 2070032 reaction equation
[F:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[C:14]([F:17])([F:16])[F:15]>CO.[C].[Pd]>[F:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[C:14]([F:15])([F:16])[F:17]

Participants

4

Reactant 1

HCID 593985211-(3-Fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene

Product 1

HCID 593985254-(3-Fluoropropyl)-3-(trifluoromethyl)anilineYield 93%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1-(3-Fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene (300 mg, 1.8 mmol) was dissolved in methanol (10 mL), and palladium carbon (10%, 60 mg) was added thereto. The resulting mixture was stirred under hydrogen atmosphere at room temperature for 3 hours. The catalyst was removed by filtration to give 4-(3-fluoropropyl)-3-(trifluoromethyl)aniline (247 mg, 93%) as a light-yellow oil.

Workup

  1. customThe catalyst was removed by filtration

Sources & evidence

ORD record
ord-911d1a1605c344e58d5830987f264512
Source dataset
uspto-grants-2012_10
Patent number
US08299252B2

Reaction notes

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