1-Fluoro-4-(4-nitrophenoxy)-2-(trifluoromethyl)benzene → 4-[4-Fluoro-3-(trifluoromethyl)phenoxy]aniline

HRID 17662

Reaktionsgleichung

Reaktionsgleichung von HRID 17662
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:18]([F:21])([F:20])[F:19]>CO.[Pd]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=2)=[CH:4][C:3]=1[C:18]([F:19])([F:20])[F:21]

Komponenten

4

Edukt 1

HCID 669776401-Fluoro-4-(4-nitrophenoxy)-2-(trifluoromethyl)benzene

Produkt 1

HCID 669773444-[4-Fluoro-3-(trifluoromethyl)phenoxy]anilineAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

The nitro intermediate (2 mmol) obtained above was dissolved in MeOH (10 mL) and hydrogenated in the presence of 10% Pd/C (50 mg) until completion as indicated by TLC or LC-MS, according to General Procedure H. The reaction mixture was then filtered to remove the catalyst. The solvent was removed in vacuuo to afford 4-(4′-fluoro-3′-trifluoromethyl-phenoxy)aniline, which was used directly for further transformation without purification (overall yield: 95%).

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered
  2. customto remove the catalyst
  3. customThe solvent was removed in vacuuo

Quellen und Nachweise

ORD-Eintrag
ord-34eae34c5e8343279adcfc0c4513d7ea
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737285B2

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