Reaktion #2021945

Reaktionsgleichung

8-[4-(tert-butyl)phenyl]-1,4-dioxaspiro[4.5]decane-8-ol

water

ethyl acetate

hydrochloric acid

water

→

4-[4-(tert-butyl)phenyl]-4-hydroxy-1-cyclohexanone

Ausbeute 71.8%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled temperature
2. 2
   Sonstigethe organic layer was separated
3. 3
   WaschenThe organic layer was washed successively with water and saturated aqueous solution of sodium chloride
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   workup.ADDITIONHexane was added to the residue
7. 7
   Filtrationthe resulting crystal was collected by filtration

Vorschrift

In 10 ml of tetrahydrofuran was dissolved 1.10 g of 8-[4-(tert-butyl)phenyl]-1,4-dioxaspiro[4.5]decane-8-ol. Then, 5.00 ml of 6 mol/L hydrochloric acid and 5.00 ml of water were added at an ice-cooled temperature and the resulting mixture was stirred at ambient temperature for 2 hours. The reaction mixture was poured into a mixture of water and ethyl acetate, and the organic layer was separated. The organic layer was washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was added to the residue, and the resulting crystal was collected by filtration to obtain 0.67 g of 4-[4-(tert-butyl)phenyl]-4-hydroxy-1-cyclohexanone as a colorless crystalline product.

Quelle