Reaction #2448

Reaction equation

Cis-but-2-ene

cyclohexanone

water

→

7,12-dioxaspiro[5,6]dodec-9-ene

Solvents

benzene

Conditions

Workup

1. 1
   FiltrationThe catalyst was filtered
2. 2
   Otherthe solvent evaporated
3. 3
   workup.DISTILLATIONthe residue distilled at 80°-85° C./4 torr

Procedure

Cis-but-2-ene, 4-diol (50 g), cyclohexanone (50 g) and SNCA catalyst (2.5 g) were refluxed in benzene (75 ml) using a Deanstark water separator. The catalyst was filtered, the solvent evaporated and the residue distilled at 80°-85° C./4 torr to give 7,12-dioxaspiro[5,6]dodec-9-ene of formula III (92%) of the drawings.

Source