Reaktion #997157

Reaktionsgleichung

2-methyl-2-adamantyl chloroacetate

glycolic acid

potassium carbonate

potassium iodide

→

intended compound

Ausbeute 67.1%

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

Ausbeute 67.1%

Lösungsmittel

dimethylformaldehyde

diethylether

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with a thermometer
2. 2
   TemperaturThen, the resultant was heated at 40° C.
3. 3
   workup.STIRRINGstirred for 4 hours
4. 4
   workup.ADDITIONwas added
5. 5
   Filtrationfiltrated
6. 6
   Sonstigeobtaining the solution (filtrate)
7. 7
   SonstigeThe solution thus obtained
8. 8
   Waschenwas washed three times
9. 9
   SonstigeThereafter, crystallization

Vorschrift

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%).

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