2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 4-Oxocyclopent-2-en-1-yl acetate

HRID 2163163

Reaktionsgleichung

Reaktionsgleichung von HRID 2163163
[C:1]([O:4][CH:5]1[CH2:9][CH:8]([OH:10])[CH:7]=[CH:6]1)(=[O:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[C:1]([O:4][CH:5]1[CH2:9][C:8](=[O:10])[CH:7]=[CH:6]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 44282084-Hydroxycyclopent-2-en-1-yl acetate

Produkt 1

HCID 3431174-Oxocyclopent-2-en-1-yl acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

144 milligrams of optically inactive 3-acetoxy-5-hydroxycyclopent-1-ene prepared as in Example 1 and 460 milligrams of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) were dissolved in 5 milliliters of dioxane, after which the resulting solution was heated with stirring for 48 hours at 60° C. The precipitate separating out after the reaction was separated by filtration, and the filtrate was concentrated under reduced pressure to obtain a crude product.

Aufarbeitung

  1. temperatureafter which the resulting solution was heated
  2. customThe precipitate separating out after the reaction
  3. customwas separated by filtration
  4. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3cecaeee6024494b85d3d4b2fca34825
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04132726

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