(2-Phenyl-1,3-dioxan-5-yl)methanol → 2-Phenyl-1,3-dioxane-5-carbaldehyde

HRID 1816356Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1816356
[C:1]1([CH:7]2[O:12][CH2:11][CH:10]([CH2:13][OH:14])[CH2:9][O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[C:1]1([CH:7]2[O:12][CH2:11][CH:10]([CH:13]=[O:14])[CH2:9][O:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 10679342(2-Phenyl-1,3-dioxan-5-yl)methanolHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 224928792-Phenyl-1,3-dioxane-5-carbaldehydeAusbeute 26,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of (2-phenyl-1,3-dioxan-5-yl)methanol (2.0 g) in dichloromethane (40 ml) were added pyridinium chlorochromate (11.6 g) and molecular seaves 4A powder (5.0 g) with stirring and the mixture was stirred at ambient temperature for 5 hours. To a reaction mixture was added dichloromethane (100 ml) and the insoluble material was filtered off with celite and the filtrates were washed in turn with water, saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride, dried over magnesium sulfate and evaporated in vacuo to give 2-phenyl-1,3-dioxane-5-carbaldehyde (0.52 g). This compound was immediately used as the starting compound for the next step.

Aufarbeitung

  1. stirringthe mixture was stirred at ambient temperature for 5 hours
  2. filtrationthe insoluble material was filtered off with celite
  3. washthe filtrates were washed in turn with water, saturated aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2884ad90bf6b4cf4b524fdc968bd7f49
Quelldatensatz
uspto-grants-2005_04
Patentnummer
US06884774B2

Notizen zur Reaktion

Wird geladen…