反応 #72404

反応方程式

methacryloyl chloride

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

triethylamine

p-methoxyphenol

→

compound 3

収率 97.0%

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

収率 97.0%

溶媒

THF

diethyl ether

反応条件

後処理

1. 1
   workup.DISSOLUTIONdissolved in a 2 L three-necked flask
2. 2
   その他equipped with a thermometer
3. 3
   workup.ADDITIONwas gradually added
4. 4
   温度while cooling in an ice bath
5. 5
   その他was then elevated to room temperature
6. 6
   workup.ADDITIONwas added
7. 7
   洗浄by washing with 200 mL of distilled water 5 times
8. 8
   抽出Thereafter, the extraction liquid
9. 9
   濃縮was concentrated

実験手順

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%).

出典