반응 #997157

반응 방정식

2-methyl-2-adamantyl chloroacetate

glycolic acid

potassium carbonate

potassium iodide

→

intended compound

수율 67.1%

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

수율 67.1%

용매

dimethylformaldehyde

diethylether

DMF

반응 조건

후처리

1. 1
   기타equipped with a thermometer
2. 2
   온도Then, the resultant was heated at 40° C.
3. 3
   workup.STIRRINGstirred for 4 hours
4. 4
   workup.ADDITIONwas added
5. 5
   여과filtrated
6. 6
   기타obtaining the solution (filtrate)
7. 7
   기타The solution thus obtained
8. 8
   세척was washed three times
9. 9
   기타Thereafter, crystallization

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 added to a 2 L three-neck flask equipped with a thermometer, a cooling pipe, and a stirring apparatus, and then stirred for 30 minutes at room temperature. Subsequently, a solution of 300 mL of dimethylformaldehyde with 100 g (412 mmol) of 2-methyl-2-adamantyl chloroacetate was gradually added thereto. Then, the resultant was heated at 40° C., and stirred for 4 hours. After the reaction, 2,000 mL of diethylether was added thereto and filtrated, thereby obtaining the solution (filtrate). The solution thus obtained was washed three times using 500 mL of distilled water. Thereafter, crystallization was conducted using a mixture solvent of 300 mL of toluene and 200 mL of heptane, thereby obtaining 78 g of the intended compound in the form of a colorless solid (yield: 67%, GC purity: 99%).

출처