1,3-Cyclohexanedione, 2-chloro-2-(2-propenyl)- → 2-Cyclopenten-1-one, 2-(2-propenyl)-

HRID 1415449Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1415449
Cl[C:2]1([CH2:10][CH:11]=[CH2:12])[C:7](=[O:8])[CH2:6][CH2:5][CH2:4]C1=O>C1(C)C(C)=CC=CC=1>[CH2:10]([C:2]1[C:7](=[O:8])[CH2:6][CH2:5][CH:4]=1)[CH:11]=[CH2:12]

Komponenten

3

Edukt 1

HCID 122296551,3-Cyclohexanedione, 2-chloro-2-(2-propenyl)-

Produkt 1

HCID 111160462-Cyclopenten-1-one, 2-(2-propenyl)-Ausbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

Anhydrous powdered sodium carbonate (670 g) and 1300 ml of dry (alumina) xylene were placed in a 3-1., three-necked flask equipped with a Dean-Stark trap, condenser, vibra-mixer, dropping funnel and argon inlet. The flask was flushed with argon and the contents brought to reflux. A solution of 2-chloro-2-allyl-1, 3-cyclohexanedione (147 g, 0.79 mol) in 200 ml xylene was added dropwise at such a rate that strong refluxing was maintained. After 4.5 hr, the reaction was cooled, filtered, and the sodium carbonate cake washed thoroughly with ethyl acetate. Evaporation of the solvent and careful fractionization of the residual oil gave 47.8 g (50 percent) of 2-allyl-2-cyclopenten-1-one, bp 73-84°/4.2 mm.

Aufarbeitung

  1. dry with materialAnhydrous powdered sodium carbonate (670 g) and 1300 ml of dry (alumina) xylene
  2. custom, three-necked flask equipped with a Dean-Stark trap, condenser, vibra-mixer
  3. customThe flask was flushed with argon
  4. temperatureto reflux
  5. temperaturethat strong refluxing
  6. temperaturewas maintained
  7. temperaturethe reaction was cooled
  8. filtrationfiltered
  9. washthe sodium carbonate cake washed thoroughly with ethyl acetate
  10. customEvaporation of the solvent and careful fractionization of the residual oil

Quellen und Nachweise

ORD-Eintrag
ord-2568d2b023f2479a971df0fe84b6ab7d
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04005110

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