Reaktion #57324

Reaktionsgleichung

α-(4-fluorophenyl)-5,5-dimethyl-1,3-dioxane-2-propanol

pyridinium chlorochromate

→

3-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(4-fluorophenyl)propan-1-one

Lösungsmittel

ether

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered through a short silica gel column
2. 2
   WaschenThe column was eluted with ether
3. 3
   workup.ADDITIONthe fractions containing 3-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(4-fluorophenyl)propan-1-one
4. 4
   Einengenconcentrated (2.2 g, 85%)

Vorschrift

To a solution of α-(4-fluorophenyl)-5,5-dimethyl-1,3-dioxane-2-propanol (Step 3) (2.6 g, 10.7 mmol) in methylene chloride (100 ml), pyridinium chlorochromate (3.5 g, 16.05 mmol) was added. After stirring at room temperature for 3 hr, the reaction mixture was diluted with ether and filtered through a short silica gel column. The column was eluted with ether and the fractions containing 3-(5,5-dimethyl-1,3-dioxan-2-yl)-1-(4-fluorophenyl)propan-1-one were combined and concentrated (2.2 g, 85%): mp (DSC) 65° C. Anal Calc'd. for C15H19FO3: C, 67.65; H, 7.19. Found: C, 67.21; H, 7.43.

Quelle