Reacción #72404

Ecuación de reacción

methacryloyl chloride

2-(2-(2-methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethanol

triethylamine

p-methoxyphenol

→

compound 3

Rendimiento 97.0%

2-(2-(2-methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethyl methacrylate

Rendimiento 97.0%

Disolventes

THF

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISSOLUTIONdissolved in a 2 L three-necked flask
2. 2
   Otroequipped with a thermometer
3. 3
   workup.ADDITIONwas gradually added
4. 4
   Temperaturawhile cooling in an ice bath
5. 5
   Otrowas then elevated to room temperature
6. 6
   workup.ADDITIONwas added
7. 7
   Lavadoby washing with 200 mL of distilled water 5 times
8. 8
   ExtracciónThereafter, the extraction liquid
9. 9
   Concentraciónwas concentrated

Procedimiento

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-necked flask equipped with a thermometer, a cooling pipe, and a stirrer. Following completion of the dissolution, 62.7 mL (648 mmol) of methacryloyl chloride was gradually added thereto while cooling in an ice bath. The temperature of the resultant was then elevated to room temperature, and the resultant was stirred for 3 hours. Following the completion of the reaction, 1,000 mL of diethyl ether was added thereto, followed by washing with 200 mL of distilled water 5 times. Thereafter, the extraction liquid was concentrated, thereby obtaining 198 g of an objective substance (namely, a compound 3 having the following structure) in the form of a colorless liquid (yield: 97%, GC purity: 99%).

Fuente