Reaktion #1701299

Reaktionsgleichung

4-(trans-4-propylcyclohexyl)-cyclohex-1-ene

heptafluoropropyl iodide

→

trans-4-(trans-4-propylcyclohexyl)-1-heptafluoropropylcyclohexane

Lösungsmittel

hexane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated
2. 2
   Temperaturunder reflux for 24 hours (compare T. Ishihara, Chemistry Letters (1986) 1895)
3. 3
   workup.ADDITIONThe isomer mixture of the addition product
4. 4
   Sonstigethus formed
5. 5
   Filtrationafter the catalyst has been filtered off
6. 6
   Temperaturfirst heated with tributyl-tin hydride for 90 hours in toluene

Vorschrift

A mixture of 0.1 mol of 4-(trans-4-propylcyclohexyl)-cyclohex-1-ene, 0.1 mol of heptafluoropropyl iodide, 10 mol % of tetrakis-(triphenylphosphine)-palladium and 200 ml of hexane is heated under reflux for 24 hours (compare T. Ishihara, Chemistry Letters (1986) 1895). The isomer mixture of the addition product thus formed is, after the catalyst has been filtered off, first heated with tributyl-tin hydride for 90 hours in toluene and reduced. The all-trans product, trans-4-(trans-4-propylcyclohexyl)-1-heptafluoropropylcyclohexane, is finally obtained by separating the thiourea inclusion compound from a solution in methanol.

Quelle