Reaktion #442095

Reaktionsgleichung

dihydropyran

p-toluenesulfonyl chloride

17β-hydroxy-4-androstene

product

→

17β-tetrahydropyranyloxy-4-androstene

Lösungsmittel

ethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with a 20% pyridine water mixture twice
2. 2
   Trocknenwater, then brine, and dried
3. 3
   Sonstigeevaporated
4. 4
   Sonstigeto yield a pale yellow oil which
5. 5
   Sonstigecrystallizes (8.5 g)

Vorschrift

To 30 ml of dihydropyran containing 450 mg of p-toluenesulfonyl chloride is added 6.0 g of the product of Step B and the solution is stirred at room temperature for 1 hour. The solution is the diluted with ethyl ether and washed with a 20% pyridine water mixture twice, and then water, then brine, and dried and evaporated to yield a pale yellow oil which crystallizes (8.5 g), and has a m.p. of 92°-96° C.

Quelle