반응 #57324

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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

용매

ether

methylene chloride

반응 조건

후처리

1. 1
   여과filtered through a short silica gel column
2. 2
   세척The 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
   농축concentrated (2.2 g, 85%)

실험 절차

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.

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