4-Bromophenol → 1-Bromo-4-(4-bromobutoxy)benzene

HRID 1816769Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1816769
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[Br:9][CH2:10][CH2:11][CH2:12][CH2:13]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:13][CH2:12][CH2:11][CH2:10][Br:9])=[CH:4][CH:3]=1

Komponenten

6

Edukt 3

HCID 78084-BromophenolHCID 80561,4-DibromobutaneHCID 11430Potassium Carbonate

Produkt 1

HCID 80633591-Bromo-4-(4-bromobutoxy)benzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 4-bromophenol (3 g) and 1,4-dibromobutane (6.2 ml) in N,N-dimethylformamide (30 ml) was treated with potassium carbonate (2.89 g) at room temperature for 27 hours. The mixture was diluted with ethyl acetate and washed with brine. The organic layer was dried over magnesium sulfate, filtered, and evaporated. The residue was purified by silica gel chromatography (25:1 hexane-ethyl acetate elution) to give 1-bromo-4-(4-bromobutoxy)benzene (3.09 g).

Aufarbeitung

  1. washwashed with brine
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by silica gel chromatography (25:1 hexane-ethyl acetate elution)

Quellen und Nachweise

ORD-Eintrag
ord-f9fe90f1826b433a9035dd98e41faffc
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06884868B1

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