Reacción #1745

Ecuación de reacción

4-phenylcyclohexanol

acetanhydride

→

O-acetyl-4-phenylcyclohexanol

Rendimiento 92.0%

Disolventes

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONare added
2. 2
   TemperaturaThis is heated to 80° C. for 3 hours
3. 3
   OtroThe crystalline product precipitated
4. 4
   Filtraciónfiltered
5. 5
   workup.DISSOLUTIONdissolved in ether
6. 6
   Lavadowashed with sodium bicarbonate solution
7. 7
   Otrodried
8. 8
   Otroevaporated down in vacuo

Procedimiento

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.

Fuente