Dimethylformamide → 1,3-Dibromo-2-(2-chloroethoxy)-5-fluorobenzene

HRID 928643Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 928643
CN(C=O)C.Br[CH2:7][CH2:8][Cl:9].C(=O)([O-])[O-].[K+].[K+].[Br:16][C:17]1[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([Br:24])[C:18]=1[OH:25]>C(OCC)(=O)C>[Br:16][C:17]1[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([Br:24])[C:18]=1[O:25][CH2:7][CH2:8][Cl:9]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 676542,6-Dibromo-4-fluorophenol

Produkt 1

HCID 108304061,3-Dibromo-2-(2-chloroethoxy)-5-fluorobenzeneAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

DMF (50 mL), 1-bromo-2-chloroethane (1.0 mL, 12 mmol), and potassium carbonate (1.7 g, 12 mmol) were added to 2,6-dibromo-4-fluorophenol (3.0 g, 11 mmol), and stirred at 50° C. overnight. Ethyl acetate was used as an extraction solvent, and after washing with water and saturated brine, and the resultant was dried over magnesium sulfate. The solvent was distilled away under reduced pressure. The resulting residue was purified by silica gel column chromatography to thus obtain the title compound.

Aufarbeitung

  1. washafter washing with water and saturated brine
  2. dry with materialthe resultant was dried over magnesium sulfate
  3. distillationThe solvent was distilled away under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e6e5b6ac665147d0a951ee8243fb0b58
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09290487B2

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