반응 #973855

반응 방정식

2-methyl-2-adamantyl chloroacetate

glycolic acid

potassium carbonate

potassium iodide

→

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

수율 67.0%

용매

dimethylformamide

diethyl ether

DMF

반응 조건

후처리

1. 1
   기타A 2 liter 3-neck flask fitted with a thermometer, a cooling tube and a stirrer
2. 2
   workup.ADDITIONwas added gradually to the reaction mixture
3. 3
   온도The temperature was then raised to 40° C.
4. 4
   workup.STIRRINGthe reaction mixture was stirred at that temperature for 4 hours
5. 5
   workup.ADDITIONwas added
6. 6
   여과the solution was filtered
7. 7
   세척the filtrate was washed 3 times with 500 ml samples of distilled water
8. 8
   기타Crystallization
9. 9
   기타yielding 78 g (yield: 67%, GC purity: 99%) of the targeted colorless solid

실험 절차

A 2 liter 3-neck flask fitted with a thermometer, a cooling tube and a stirrer was charged with 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, and the resulting mixture was stirred for 30 minutes at room temperature. Subsequently, 300 ml of a dimethylformamide solution containing 100 g (412 mmol) of 2-methyl-2-adamantyl chloroacetate was added gradually to the reaction mixture. The temperature was then raised to 40° C., and the reaction mixture was stirred at that temperature for 4 hours. Following completion of the reaction, 2,000 ml of diethyl ether was added, the solution was filtered, and the filtrate was washed 3 times with 500 ml samples of distilled water. Crystallization was then performed using a mixed solution of toluene (300 ml) and heptane (200 ml), yielding 78 g (yield: 67%, GC purity: 99%) of the targeted colorless solid.

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