تفاعل #44489

معادلة التفاعل

solution

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

4-methylmorpholine N-oxide

→

title compound

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

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر