Methacryloyl chloride → 2-Ethyl-2-methacryloyloxyadamantane

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Reaction Conditions

Reaction Steps

50 g of diethyl ether was added to 31.1 g of 2-adamantanone to form a solution. Then, 200 ml of a diethyl ether solution containing ethyl lithium in a concentration of 1.14 mole/liter was added dropwise thereto at such a rate as to keep the temperature of the solution not exceeding 10° C. After stirring the solution at 0° C. for 2 hours as it was, 26.2 g of methacrylic acid chloride (1.2 mole times with respect to 2-methyl-2-adamantanol) was added dropwise thereto at such a rate as to keep the temperature of the solution not exceeding 10° C. After the completion of addition, the solution was stirred at room temperature for 12 hours. Thereafter, deposited inorganic salts were removed by filtration. The organic layer was washed with a 5% by weight aqueous solution of sodium bicarbonate 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.

Provenance & Evidence