Reaktion #94688

Reaktionsgleichung

4-cyclopropyl-4-tri-methylsiloxy-1-octyne

4-Cyclopropyl-4-trimethylsiloxy-1-octyne

tri-n-butyltin hydride

azobisisobutyronitrile

→

4-Cyclopropyl-4-trimethylsiloxy-1-(tri-n-butyl-stannyl)-trans-1-octene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter the resulting exothermic reaction
2. 2
   Temperaturis heated at 130° C for 1 hour
3. 3
   workup.DISTILLATIONThe crude product is evaporatively distilled
4. 4
   Sonstigeto give a liquid, p.m.r

Vorschrift

A stirred mixture of 23.8 g of 4-cyclopropyl-4-tri-methylsiloxy-1-octyne (Example 10), 28 ml of tri-n-butyltin hydride, and 50 mg of azobisisobutyronitrile under nitrogen is heated to 85° C. After the resulting exothermic reaction subsides the mixture is heated at 130° C for 1 hour. The crude product is evaporatively distilled to give a liquid, p.m.r. spectrum (C D Cl3): δ0.10 (trimethylsiloxy group), 2.33 (doublet, =CHCH2), and 6.02 (vinyl hydrogens).

Quelle