반응 #44489

반응 방정식

solution

5-(tert-Butyl-dimethyl-silanyloxy)-cyclooctanol

4-methylmorpholine N-oxide

→

title compound

5-(tert-Butyl-dimethyl-silanyloxy)-cyclooctanone

용매

dichloromethane

반응 조건

후처리

1. 1
   workup.ADDITIONAfter the addition
2. 2
   workup.STIRRINGstirred for another three hours
3. 3
   여과The black mixture was filtered through a pad of Celite
4. 4
   기타the solvent was evaporated
5. 5
   기타The residue was purified over silica gel using 5-50% ethyl acetate in hexanes

실험 절차

Tetrapropylammonium perruthenate (0.82 g, 2.43 mmol) was added to a stirred and cooled (0° C.) solution of Example 5A (12.11 g, 46.90 mmol), 4-methylmorpholine N-oxide (8.24 g, 70.35 mmol), and 4 Å molecular sieves (23 g) in dry dichloromethane (120 mL). After the addition, the mixture was warmed to room temperature and stirred for another three hours. The black mixture was filtered through a pad of Celite and the solvent was evaporated. The residue was purified over silica gel using 5-50% ethyl acetate in hexanes to give the title compound as an oil.

출처