1,3-Dibromopropane → 1-(3-Bromopropoxy)-4-fluorobenzene

HRID 467343

Reaktionsgleichung

Reaktionsgleichung von HRID 467343
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Br:15][CH2:16][CH2:17][CH2:18]Br.C(COC)OC>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:18][CH2:17][CH2:16][Br:15])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 80011,3-DibromopropaneHCID 80711,2-DimethoxyethaneHCID 97324-FluorophenolHCID 11430Potassium Carbonate

Produkt 1

HCID 2600041-(3-Bromopropoxy)-4-fluorobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 11.2 g (0.1 mol) of 4-fluorophenol, 16.5 g (0.12 mol) of pulverized potassium carbonate, 20.2 g (0.1 mol) of 1,3-dibromopropane and 100 ml of anhydrous dimethoxyethane was refluxed under nitrogen for 6 hours and then cooled. The mixture was diluted with methylene chloride and washed with water. The resultant organic product solution was dried over Na2SO4 and evaporated in vacuo. The residue was chromatographed on silica gel using cyclohexane elution to give pure product.

Aufarbeitung

  1. temperaturewas refluxed under nitrogen for 6 hours
  2. temperaturecooled
  3. washwashed with water
  4. dry with materialThe resultant organic product solution was dried over Na2SO4
  5. customevaporated in vacuo
  6. customThe residue was chromatographed on silica gel
  7. washcyclohexane elution
  8. customto give pure product

Quellen und Nachweise

ORD-Eintrag
ord-60b5ca190a014fdba9710dfad12d80e0
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05159097

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