Reaktion #1005555

Reaktionsgleichung

21-chloro-9-fluoro-11β,17-dihydroxy-16α-[ (2-methyl-2-propenyl)oxy]pregna-1,4-diene-3,20-dione

m-chloroperbenzoic acid

→

21-chloro-9-fluoro-11β,17-dihydroxy-16α-[(2-methyloxiranyl)methoxy]pregna-1,4-diene-3,20-dione

Ausbeute 14.8%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe solution is washed with a mixture of 10% potassium carbonate solution and 10% sodium sulfite solution
2. 2
   Sonstigedried
3. 3
   Sonstigeevaporated in vacuo
4. 4
   Sonstigeto give an oil which
5. 5
   SonstigeRecrystallization from acetone-hexane
6. 6
   Sonstigegives 1.94 g as a first crop, and 820 mg as a second crop
7. 7
   SonstigeRecrystallization of 600 mg of crop 1 from acetone-hexane

Vorschrift

A solution of 3.0 g of 21-chloro-9-fluoro-11β,17-dihydroxy-16α-[ (2-methyl-2-propenyl)oxy]pregna-1,4-diene-3,20-dione in 100 ml of dichloromethane is stirred with 1.4 g of m-chloroperbenzoic acid for 210 minutes. The solution is washed with a mixture of 10% potassium carbonate solution and 10% sodium sulfite solution, dried, and evaporated in vacuo to give an oil which solidifies on standing. Recrystallization from acetone-hexane gives 1.94 g as a first crop, and 820 mg as a second crop. Recrystallization of 600 mg of crop 1 from acetone-hexane gives 460 mg of 21-chloro-9-fluoro-11β,17-dihydroxy-16α-[(2-methyloxiranyl)methoxy]pregna-1,4-diene-3,20-dione, melting point 193°-236°C.

Quelle