反应 #44489

反应方程式

solution

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

4-methylmorpholine N-oxide

→

title compound

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

溶剂

dichloromethane

反应条件

后处理

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

实验过程

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.

来源