반응 #72403

반응 방정식

2-methyl-2-adamantyl chloroacetate

glycolic acid

potassium carbonate

potassium iodide

→

objective compound

수율 67.1%

2-(2-(2-methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxo ethanol

수율 67.1%

용매

dimethylformamide

diethyl ether

DMF

반응 조건

후처리

1. 1
   기타equipped with a thermometer
2. 2
   workup.ADDITIONwas gradually added
3. 3
   온도The resultant was heated to 40° C.
4. 4
   workup.STIRRINGwas then stirred for 4 hours
5. 5
   workup.ADDITIONwas added to the reaction mixture
6. 6
   여과followed by filtration of the resulting mixture
7. 7
   세척The obtained solution was washed three times with 500 mL of distilled water
8. 8
   기타followed by crystallization
9. 9
   workup.ADDITIONcontaining 300 mL of toluene and 200 mL of heptane

실험 절차

37.6 g (494 mmol) of glycolic acid, 700 mL of DMF, 86.5 g (626 mmol) of potassium carbonate, and 28.3 g (170 mmol) of potassium iodide were charged into a 2 L three-necked flask equipped with a thermometer, a cooling pipe, and a stirrer, followed by stirring at room temperature for 30 minutes. Then, 300 mL of a dimethylformamide solution containing 100 g (412 mmol) of 2-methyl-2-adamantyl chloroacetate was gradually added thereto. The resultant was heated to 40° C., and was then stirred for 4 hours. Following completion of the reaction, 2,000 mL of diethyl ether was added to the reaction mixture, followed by filtration of the resulting mixture. The obtained solution was washed three times with 500 mL of distilled water, followed by crystallization using a mixed solution containing 300 mL of toluene and 200 mL of heptane, thereby obtaining 78 g of an objective compound in the form of a colorless solid (yield: 67%, GC purity: 99%).

출처