Water → Ethyl (4-bromo-2,6-dimethylphenoxy)acetate

HRID 30753

Reaktionsgleichung

Reaktionsgleichung von HRID 30753
Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[Br:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([OH:16])=[C:11]([CH3:17])[CH:10]=1.C([O-])(=O)C.[K+].O>CN(C)C=O.C(OCC)(=O)C>[Br:8][C:9]1[CH:14]=[C:13]([CH3:15])[C:12]([O:16][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4])=[C:11]([CH3:17])[CH:10]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 169194-Bromo-2,6-dimethylphenolHCID 517044Potassium Acetate

Produkt 1

HCID 875019Ethyl (4-bromo-2,6-dimethylphenoxy)acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Ethyl bromoacetate (0.66 mL) was added to a mixture of 4-bromo-2,6-dimethylphenol (1.0 g) and potassium acetate (1.03 g) in N,N-dimethylformamide (10 mL), and stirred at 80° C. for 3 hrs. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elent:ethyl acetate/n-hexane=1/10) to afford the title compound (1.29 g).

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (elent:ethyl acetate/n-hexane=1/10)

Quellen und Nachweise

ORD-Eintrag
ord-be8d275cedb742eca3c098ef9ad2f81b
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423185B2

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