HCID 20097744, compound → 4-[4-(trifluoromethoxy)phenoxy]aniline

HRID 1363656Notes

Reaction equation

HRID 1363656 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[CH:13][CH:12]=2)=[CH:6][CH:5]=1)([O-])=O>[Pt].C(O)C>[F:19][C:18]([F:20])([F:21])[O:17][C:14]1[CH:13]=[CH:12][C:11]([O:10][C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)=[CH:16][CH:15]=1

Participants

4

Reactant 1

HCID 20097744HCID 20097744, compound

Product 1

HCID 116661924-[4-(trifluoromethoxy)phenoxy]anilineYield 94.1%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-nitro-4-[4-(trifluoromethoxy)phenoxy]benzene (4.18 g, 13.970 mmol), 10% platinum-activated charcoal (270 mg) and ethanol (40 ml) was stirred for 3 hours under hydrogen atmosphere. The reaction mixture was filtered through celite. The residue obtained by concentration of the filtrate under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1) to give the title compound (3.54 g, 93.9%) as a yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. customThe residue obtained by concentration of the filtrate under reduced pressure
  3. customwas purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-c591992fada1489eb8fad0c928e9b0c3
Source dataset
uspto-grants-2011_02
Patent number
US07884234B2

Reaction notes

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