1-Bromo-2-Chloroethane → 1,3-Dibromo-2-(2-chloroethoxy)benzene

HRID 552075

Reaktionsgleichung

Reaktionsgleichung von HRID 552075
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][CH2:18][Cl:19]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[C:3]=1[O:9][CH2:17][CH2:18][Cl:19]

Komponenten

5

Edukt 3

HCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 118472,6-Dibromophenol

Produkt 1

HCID 154707821,3-Dibromo-2-(2-chloroethoxy)benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution comprising 2,6-dibromophenol (3.90 g, 15.00 mmol), potassium carbonate (2.48 g, 17.94 mmol) and DMF (40 ml) was added with 1-bromo-2-chloro ethane (4.30 g, 29.98 mmol) and stirred at room temperature for 16 hours. The reaction solution was concentrated and liquid separation was carried out with ethyl acetate-water. The organic layer was washed with saturated sodium chloride water and dried with anhydrous sodium sulfate. The residue obtained by concentration was purified by silica gel column chromatography (n-hexane) to obtain the target compound (4.75 g, quant.) as a colorless oily substance.

Aufarbeitung

  1. concentrationThe reaction solution was concentrated
  2. customliquid separation
  3. washThe organic layer was washed with saturated sodium chloride water
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe residue obtained by concentration
  6. customwas purified by silica gel column chromatography (n-hexane)
  7. customto obtain the target compound (4.75 g, quant.) as a colorless oily substance

Quellen und Nachweise

ORD-Eintrag
ord-9b0bbbb9ec794185867fefed5ca2f758
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951799B2

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