Acetone → 2,4-Bis(allyloxy)-1-ethylbenzene

HRID 495306Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 495306
[CH2:1]([C:3]1[CH:9]=[CH:8][C:6]([OH:7])=[CH:5][C:4]=1[OH:10])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH2:17](Br)[CH:18]=[CH2:19].[CH3:21][C:22]([CH3:24])=O>>[CH2:17]([O:10][C:4]1[CH:5]=[C:6]([O:7][CH2:24][CH:22]=[CH2:21])[CH:8]=[CH:9][C:3]=1[CH2:1][CH3:2])[CH:18]=[CH2:19]

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 179274-Ethylresorcinol

Produkt 1

HCID 45498682,4-Bis(allyloxy)-1-ethylbenzeneAusbeute 95 %

Versuchsvorschrift

4-Ethylresorcinol (10 g, 73 mmol) was dissolved in acetone (250 mL), and potassium carbonate (30 g, 220 mmol) and allyl bromide (15 mL, 170 mmol) were added thereto and heated under reflux for 4 hours. The reaction mixture was cooled to room temperature, then filtered through Celite, and the filtrate was concentrated under reduced pressure. The resulting residue was purified through silica gel column chromatography (ethyl acetate/n-hexane=1/9) to obtain 2,4-bis(allyloxy)-1-ethylbenzene (15 g, 95%).

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. filtrationfiltered through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe resulting residue was purified through silica gel column chromatography (ethyl acetate/n-hexane=1/9)

Quellen und Nachweise

ORD-Eintrag
ord-a972cf91d66a4022bfea1f8451cc6534
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538241B2

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