Reacción #728286

Ecuación de reacción

compound ( 22 )

8-vinyl-1,4-dioxaspiro[4,5]decane

formic acid

toluene

→

4-vinylcyclohexanone

Rendimiento 87.5%

Disolventes

brine

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder refluxing
2. 2
   Temperaturaheating for 2 hours
3. 3
   workup.ADDITIONthe reaction mixture was poured into and
4. 4
   OtroThe mixture was separated into an organic layer
5. 5
   Extracciónextraction to the organic layer
6. 6
   Lavadowashed with brine
7. 7
   Secadoby drying over anhydrous magnesium sulfate
8. 8
   Otrothe solvent was removed by distillation under reduced pressure
9. 9
   workup.DISTILLATIONThe resulting residue was distilled under reduced pressure

Procedimiento

103.3 g of the compound (22), 86.5 g of 98% formic acid and 200 mL of toluene were added to a reactor under nitrogen atmosphere, and stirred under refluxing and heating for 2 hours. After confirming that the reaction had been completed by GC analysis, the reaction mixture was poured into and mixed with 500 mL of brine at 0° C. The mixture was separated into an organic layer and an aqueous layer by standing still, so as to attain extraction to the organic layer. The resulting organic layer was fractionated and washed with brine, followed by drying over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The resulting residue was distilled under reduced pressure to obtain 66.7 g of 4-vinylcyclohexanone (23) as a colorless transparent liquid.

Fuente