Reaktion #55609

Reaktionsgleichung

p-toluenesulfonyl chloride

product

17β-hydroxy-4-androstene

ethyl ether

→

17β-tetrahydropyranyloxy-4-androstene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONof dihdropyran containing 450 mg
2. 2
   Waschenwashed with a 20% pyridine water mixture twice
3. 3
   Trocknenwater, then brine, and dried
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto yield a pale yellow oil which
6. 6
   Sonstigecrystallized (8.5 g.)

Vorschrift

To 30 ml. of dihdropyran containing 450 mg. of p-toluenesulfonyl chloride was added 6.0 g. of the product of Step B and the solution was stirred at room temperature for 1 hr. The solution was then 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 crystallized (8.5 g.), and had a m.p. of 92°-96° C.

Quelle