Butanedione → HCID 22320020, Verbindung

HRID 497578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 497578
[CH:1]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[O:3][C:2]1=[O:12])[CH2:9]2.C[C:14](=O)[C:15](=[O:17])C.O=O>C(O)(=O)C>[C:15]([C:6]12[CH2:11][CH:1]3[CH2:9][CH:8]([CH2:10][CH:4]([O:3][C:2]3=[O:12])[CH2:5]1)[CH2:7]2)(=[O:17])[CH3:14]

Komponenten

5

Edukt 3

HCID 650ButanedioneHCID 977OxygenHCID 5567274-Oxatricyclo[4.3.1.13,8]undecan-5-one

Produkt 1

HCID 22320020HCID 22320020, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

In a flask were placed 3-oxatricyclo[4.3.1.14,8]undecan-2-one (16.6 g, 100 mmol), acetylacetonatocobalt [Co(acac)2] (50 mmol), 2,3-butanedione (600 mmol), and acetic acid (100 g). A condenser and an oxygen balloon were attached to the flask, and the mixture in the flask was vigorously stirred at 80° C. for 4 hours. After the completion of the reaction, the reaction mixture was concentrated, followed by addition of toluene and washing with water. The resulting organic layer was concentrated, the concentrate was subjected to silica gel column chromatography and thereby yielded the title compound 6-acetyl-3-oxatricyclo[4.3.1.14,8]undecan-2-one in a yield of 37%.

Aufarbeitung

  1. customIn a flask were placed
  2. customAfter the completion of the reaction
  3. concentrationthe reaction mixture was concentrated
  4. additionfollowed by addition of toluene
  5. washwashing with water
  6. concentrationThe resulting organic layer was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-213326070c114b72a4f86b8e608c703b
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06949615B2

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