Reaktion #350044

Reaktionsgleichung

4-cyclopropyl-4-trimethylsiloxy-1-octyne

tri-n-butyltin hydride

azobisisobutyronitrile

→

4-cyclopropyl-4-trimethylsiloxy-1-(tri-n-butylstannyl)-trans-1-octene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeis ehated to 85° C
2. 2
   SonstigeAfter the resulting exothermic reaction
3. 3
   workup.DISTILLATIONThe crude product is evaporatively distilled
4. 4
   Sonstigeto give a liquid, pmr spectrum (CDCl3)

Vorschrift

A stirred mixture of 23.8 g of 4-cyclopropyl-4-trimethylsiloxy-1-octyne (Example 191), 28 ml of tri-n-butyltin hydride, and 50 mg of azobisisobutyronitrile under nitrogen is ehated to 85° C. After the resulting exothermic reaction subsides the mixture is heated at 130° C. for one hour. The crude product is evaporatively distilled to give a liquid, pmr spectrum (CDCl3): δ 0.10 (trimethylsiloxy group), 2.33 (doublet, =CHCH2), and 6.02 (vinyl hydrogens).

Quelle