Water → 2-(4-Bromophenoxy)pyridine

HRID 573296

Reaktionsgleichung

Reaktionsgleichung von HRID 573296
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[H-].[Na+].Cl[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 78084-BromophenolHCID 79772-ChloropyridineHCID 24758Sodium hydride

Produkt 1

HCID 232019352-(4-Bromophenoxy)pyridineAusbeute 26,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-bromophenol (200 mg) in DMF (3 mL) was added NaH (60% in oil, 46.2 mg) at room temperature. The mixture was stirred for 30 min, and 2-chloropyridine (131 mg) was added. The mixture was exposed to microwave irradiation at 230° C. for 1 h, treated with water, and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane). The product was crystallized from AcOEt/hexane to give the title compound (76 mg).

Aufarbeitung

  1. customirradiation at 230° C. for 1 h
  2. extractionextracted with AcOEt
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (AcOEt/hexane)
  6. customThe product was crystallized from AcOEt/hexane

Quellen und Nachweise

ORD-Eintrag
ord-bceff0265ebf4efd970391f949663e27
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09029536B2

Verknüpfte Notizen

Wird geladen…