Water → 4-(Dibenzofuran-2-yloxy)-1-nitrobenzene

HRID 2237040

Reaktionsgleichung

Reaktionsgleichung von HRID 2237040
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[OH:17][C:18]1[CH:30]=[CH:29][C:21]2[O:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[C:20]=2[CH:19]=1.O>CN(C=O)C>[CH:19]1[C:20]2[C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[O:22][C:21]=2[CH:29]=[CH:30][C:18]=1[O:17][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 665872-Dibenzofuranol

Produkt 1

HCID 21028934-(Dibenzofuran-2-yloxy)-1-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a stirred solution of 1-fluoro-4-nitrobenzene (10 mmol) in DMF (20 mL) at rt, solid potassium carbonate (30 mmol) was added followed by addition of 2-hydroxydibenzofuran (10 mmol) to the reaction mixture and heating to 80° C. until the reaction was complete as indicated by TLC or HPLC. After cooling to rt, the reaction mixture was poured into H2O (100 mL), extracted with EtOAc (2×50 mL), washed with H2O (2×50 mL) and brine (50 mL), and dried over sodium sulfate. The solvent was removed in vacuuo to afford the desired 4-(dibenzofuran-2-yloxy)-1-nitrobenzene. The crude product was used for further transformation .

Aufarbeitung

  1. temperatureAfter cooling to rt
  2. extractionextracted with EtOAc (2×50 mL)
  3. washwashed with H2O (2×50 mL) and brine (50 mL)
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed in vacuuo

Quellen und Nachweise

ORD-Eintrag
ord-985d0ed34b4948baa6d1c753b82ee6b4
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07714013B2

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