Reaktion #72404

Reaktionsgleichung

methacryloyl chloride

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

triethylamine

p-methoxyphenol

→

compound 3

Ausbeute 97.0%

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

Ausbeute 97.0%

Lösungsmittel

THF

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONdissolved in a 2 L three-necked flask
2. 2
   Sonstigeequipped with a thermometer
3. 3
   workup.ADDITIONwas gradually added
4. 4
   Temperaturwhile cooling in an ice bath
5. 5
   Sonstigewas then elevated to room temperature
6. 6
   workup.ADDITIONwas added
7. 7
   Waschenby washing with 200 mL of distilled water 5 times
8. 8
   ExtraktionThereafter, the extraction liquid
9. 9
   Einengenwas concentrated

Vorschrift

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%).

Quelle