1-nitro-4-(3-(trifluoromethyl)phenoxy)benzene → 4-[3-(trifluoromethyl)phenoxy]aniline

HRID 1824692Notes

Reaction equation

HRID 1824692 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)=[CH:6][CH:5]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[F:18][C:17]([F:19])([F:20])[C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][CH:14]=1)[O:10][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=1

Participants

4

Reactant 1

HCID 2433091-nitro-4-(3-(trifluoromethyl)phenoxy)benzene

Product 1

HCID 27607504-[3-(trifluoromethyl)phenoxy]anilineYield 100.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 1-Nitro-4-[3-(trifluoromethyl)phenoxy]benzene (19 g) in ethyl acetate (250 mL) was added 5% palladium on charcoal (1.5 g). The mixture was stirred under hydrogen gas for about 36 h, and then filtered through Celite. The filtrate was concentrated to yield a red oil (17 g).

Workup

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-13ec510c415549bfac230dff980eced0
Source dataset
uspto-grants-2006_05
Patent number
US07045512B2

Reaction notes

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