Methacryloyl chloride → 2-Ethyl-2-methacryloyloxyadamantane

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Reaction Steps

50 g of diethyl ether was added to 31.1 g of 2-adamantanone to prepare a solution. Then, 200 ml of a diethyl ether solution containing ethyl lithium in a concentration of 1.14 mole/L was added dropwise thereto at such a rate as to keep the temperature of the solution not exceeding 10° C. After stirring the solution thus obtained at 0° C. for 2 hours, 26.2 g of methacrylic acid chloride (1.2 mole times with respect to 2-adamantanone) was added dropwise thereto at such a rate as to keep the temperature not exceeding 10° C. After the completion of dropwise addition, the resulting solution was stirred at room temperature for 12 hours. Thereafter, the deposited inorganic salts were separated by filtration, and the organic layer was washed with a 5% by weight aqueous solution of sodium bicarbonate, followed by washing with water for 2 times. The organic layer was concentrated, and then subjected to distillation under reduced pressure to obtain 2-ethyl-2-adamantyl methacrylate represented by the following formula in a 60% yield.

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