p-Fluoronitrobenzene → 3-Chloro-5-fluorophenyl 4-nitrophenyl ether

HRID 1023506Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1023506
[Cl:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[C:6]([F:8])[CH:7]=1.F[C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[N+:17]([C:14]1[CH:15]=[CH:16][C:11]([O:9][C:4]2[CH:5]=[C:6]([F:8])[CH:7]=[C:2]([Cl:1])[CH:3]=2)=[CH:12][CH:13]=1)([O-:19])=[O:18]

Komponenten

5

Edukt 3

HCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 27737133-Chloro-5-fluorophenol

Produkt 1

HCID 672358223-Chloro-5-fluorophenyl 4-nitrophenyl etherAusbeute 88,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of 3-chloro-5-fluorophenol (1.46 g, 10 mmol) and 1-fluoro-4-nitrobenzene (1.41 g, 10 mmol) in acetonitrile (40 mL) was added potassium carbonate (2.76 g, 20 mmol) and the reaction mixture was heated to reflux for 4 hours. After filtration, the solvent was removed. The residue obtained was washed with n-hexane (2 times 15 mL) and dried to afford the title compound (2.38 g) which was directly used in the next step.

Aufarbeitung

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 4 hours
  3. filtrationAfter filtration
  4. customthe solvent was removed
  5. customThe residue obtained
  6. washwas washed with n-hexane (2 times 15 mL)
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-dd2b611e9da64415b595deecef9380eb
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722695B2

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