Potassium Carbonate → Tert-butyl (4-tert-butyl-3-chlorophenoxy)acetate

HRID 1350840

Reaktionsgleichung

Reaktionsgleichung von HRID 1350840
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[Cl:12])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22]>CC(C)=O>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=[CH:7][C:6]=1[Cl:12])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 134994724-tert-Butyl-3-chlorophenol

Produkt 1

HCID 58640413Tert-butyl (4-tert-butyl-3-chlorophenoxy)acetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

To an acetone (5 ml) solution of 4-tert-butyl-3-chlorophenol (440 mg, 2.4 mmol) were added potassium carbonate (994 mg, 7.2 mmol) and tert-butyl bromoacetate (0.7 ml, 4.8 mmol). The stirred mixture was refluxed at 65° C. for 14 hours. The precipitate was filtered off and washed with acetone. The filtrate was concentrated under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with ethyl acetate/hexane= 1/9 to furnish 0.83 g (100% yield) of the title as a colorless oil.

Aufarbeitung

  1. filtrationThe precipitate was filtered off
  2. washwashed with acetone
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customto give a residue, which
  5. washeluted with ethyl acetate/hexane= 1/9
  6. customto furnish 0.83 g (100% yield) of the title as a colorless oil

Quellen und Nachweise

ORD-Eintrag
ord-2ea319d3e09e435f8d9d2ad2f7f08dbb
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07214824B2

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