Water → Benzene, [(5-chloropentyl)oxy]-

HRID 344238Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 344238
[H-].[Na+].[C:3]1([OH:9])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][Cl:16].O>CN(C)C=O>[O:9]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][Cl:16])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 996PhenolHCID 24758Sodium hydrideHCID 960701-Bromo-5-chloropentane

Produkt 1

HCID 10655595Benzene, [(5-chloropentyl)oxy]-Ausbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

60% Sodium hydride (1.4 g) was suspended in dimethylformamide (40 ml), and phenol (3 g) was added under ice-cooilng with stirring. The mixture was stirred at room temperature for 1 hr. The mixture was again ice-cooled, and 1-bromo-5-chloropentane (5.9 g) was added, which was followed by stirring at room temperature for 1.5 hr. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried and the solvent was evaporated under reduced pressure to give 5.9 g of 5-phenoxypentyl chloride.

Aufarbeitung

  1. stirringThe mixture was stirred at room temperature for 1 hr
  2. temperaturecooled
  3. stirringby stirring at room temperature for 1.5 hr
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. customdried
  7. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-88ef7066a5b54a70a194775a43b2a6e3
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05864039

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