Reaktion #74383

Reaktionsgleichung

(1R,2S,4R)-5,5-difluorobicyclo[2.2.1]heptan-2-ol

pyridinium chlorochromate

→

title compound

(1R,4R)-5,5-Difluorobicyclo[2.2.1]heptan-2-one

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was warmed to ambient temperature
2. 2
   Filtrationfiltered through a pad of silica gel
3. 3
   SonstigeRemoval of the solvents

Vorschrift

Silica gel 60 (particle size, 0.040-0.063 mm, CAS # 63231-67-4, from EMD Chemical Inc. 4.0 g) was added to a solution of (1R,2S,4R)-5,5-difluorobicyclo[2.2.1]heptan-2-ol (0.800 g, 5.40 mmol) in anhydrous dichloromethane (20.0 ml). The mixture was cooled to 0° C., and pyridinium chlorochromate (1.86 g, 8.64 mmol) was added. The reaction mixture was warmed to ambient temperature and stirred at this temperature overnight. After this time, the mixture was diluted with dichloromethane (30 mL) and then filtered through a pad of silica gel. Removal of the solvents gave the title compound as a white solid.

Quelle