Reaktion #1745

Reaktionsgleichung

4-phenylcyclohexanol

acetanhydride

→

O-acetyl-4-phenylcyclohexanol

Ausbeute 92.0%

Lösungsmittel

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added
2. 2
   TemperaturThis is heated to 80° C. for 3 hours
3. 3
   SonstigeThe crystalline product precipitated
4. 4
   Filtrationfiltered
5. 5
   workup.DISSOLUTIONdissolved in ether
6. 6
   Waschenwashed with sodium bicarbonate solution
7. 7
   Sonstigedried
8. 8
   Sonstigeevaporated down in vacuo

Vorschrift

To a mixture of 20.3 g (0.115 mol) of 4-phenylcyclohexanol, 14.2 ml (0.15 mol) of acetanhydride and 29 ml of triethylamine are added, with stirring and at ambient temperature, 2.3 g (0.02 mol) of 4-dimethylaminopyridine, a clear solution being produced in an exothermic reaction. This is heated to 80° C. for 3 hours and the reaction mixture is then poured into ice water. The crystalline product precipitated is suction filtered, dissolved in ether, washed with sodium bicarbonate solution, dried and evaporated down in vacuo. 23 g (92% of theory) of O-acetyl-4-phenylcyclohexanol are obtained. The product is obtained initially as an oil but crystallises when left to stand.

Quelle