Tetrahydrofuran → 2-(2-(2-Methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethyl methacrylate

Participants

Reaction Steps

165 g (584 mmol) of 2-(2-(2-methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethanol, 2,000 mL of THF, 105 mL (754 mmol) of triethylamine, and 0.165 g (1,000 ppm) of p-methoxyphenol were added to and dissolved in a 2 L three-neck flask equipped with a thermometer, a cooling pipe, and a stirring apparatus. After the dissolution, 62.7 mL (648 mmol) of methacryloyl chloride was gradually added thereto in an ice bath. Then, the resultant was heated at room temperature, and stirred for 3 hours. After the reaction, 1,000 mL of diethylether was added thereto, and then washed 5 times using 200 mL of distilled water. The extraction liquid was concentrated, thereby obtaining 198 g of the intended compound in the form of a colorless liquid (yield: 97%, GC purity: 99%).

Provenance & Evidence