2,6-Dimethyl-4H-pyran-4-one → Tetrahydro-2,6-dimethyl-4H-pyran-4-one

HRID 483815

Reaktionsgleichung

Reaktionsgleichung von HRID 483815
[CH3:1][C:2]1[O:8][C:7]([CH3:9])=[CH:6][C:4](=[O:5])[CH:3]=1>CCO>[CH3:9][CH:7]1[CH2:6][C:4](=[O:5])[CH2:3][CH:2]([CH3:1])[O:8]1

Komponenten

3

Edukt 1

HCID 138622,6-Dimethyl-4H-pyran-4-one

Produkt 1

HCID 70626Tetrahydro-2,6-dimethyl-4H-pyran-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2,6-dimethyl-γ-pyrone (17 g) in 300 mL of EtOH 95% was hydrogenated for 3 days under 70 psi. After filtration over celite, without extraction, the solvent was evaporated and replaced by CH2Cl2. The solution was then treated with 30 g of celite and 48.5 g of pyridinium chlorochromate. The suspension was stirred for 3 hr. and the reaction was diluted with 300 mL of Et2O and then filtered over a pad of celite. The filtrate was evaporated to dryness and the residual solution was then chromatographed using hexane/ether (1:1) to give the title compound.

Aufarbeitung

  1. filtrationAfter filtration over celite
  2. extractionwithout extraction
  3. customthe solvent was evaporated
  4. additionThe solution was then treated with 30 g of celite and 48.5 g of pyridinium chlorochromate
  5. additionand the reaction was diluted with 300 mL of Et2O
  6. filtrationfiltered over a pad of celite
  7. customThe filtrate was evaporated to dryness
  8. customthe residual solution was then chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-79679b8eaad24158bd56247af47c5bdb
Quelldatensatz
uspto-grants-1993_07
Patentnummer
US05227399

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