Reacción #2021471

Ecuación de reacción

ethyl lithium

2-adamantanone

methacryloyl chloride

→

2-ethyl-2-adamantyl methacrylate

Rendimiento 60.0%

Disolventes

diethyl ether

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroA solution was prepared
2. 2
   Otrounder 10° C.
3. 3
   workup.ADDITIONwas added dropwise
4. 4
   Otrounder 10° C.
5. 5
   workup.ADDITIONAfter the completion of addition
6. 6
   workup.STIRRINGthe solution was stirred at room temperature for 12 hours
7. 7
   OtroThen precipitated inorganic salts
8. 8
   Otrowere removed by filtration
9. 9
   LavadoThe organic layer was washed with 5% aqueous sodium hydrogen carbonate solution
10. 10
    Lavadowashed twice with water
11. 11
    ConcentraciónThe organic layer was concentrated
12. 12
    workup.DISTILLATIONdistilled under reduced pressure

Procedimiento

A solution was prepared by adding 50 parts of diethyl ether to 31.1 parts of 2-adamantanone. While keeping the temperature of the solution at or under 10° C., 200 ml of a diethyl ether solution containing ethyl lithium at a concentration of 1.14 mole/liter was added dropwise thereto. The solution was stirred at 0° C. for 2 hours, and then, while keeping the temperature of the solution at or under 10° C., 26.2 parts of methacryloyl chloride (1.2 mole based on 2-methyl-2-adamantanol) was added dropwise. After the completion of addition, the solution was stirred at room temperature for 12 hours. Then precipitated inorganic salts were removed by filtration. The organic layer was washed with 5% aqueous sodium hydrogen carbonate solution and then washed twice with water. The organic layer was concentrated and distilled under reduced pressure to give 2-ethyl-2-adamantyl methacrylate represented by the following formula in 60% yield:

Fuente