反应详情

温度

80 °C

A mixture of 24 g of ethyl bromodifluoroacetate, 2.2 g of dibromoethane and 25 g of tetrahydrofuran was added dropwise to a mixture of 7.8 g of zinc, 15 g of 2-adamantanone, 30 mL of trimethyl borate, and 25 g of tetrahydrofuran at a temperature of 50° C., followed by stirring for 10 hours at 80° C. Thereafter, 50 g of 5 wt % hydrochloric acid was added to quench the reaction. Ethyl acetate, 20 g, was added to the reaction solution, from which the organic layer was extracted. The organic layer was washed with saturated sodium chloride water and then with water. The reaction solution after washing was concentrated under reduced pressure. Methyl isobutyl ketone was added to the concentrate, the resulting solution was concentrated under reduced pressure again, and n-hexane was added to the concentrate for crystallization. The resulting solid was dried in vacuum, obtaining 15 g of the target compound, ethyl difluoro-(2-hydroxyadamantan-2-yl)acetate as white crystals (yield 58%).

1. customto quench
2. customthe reaction
3. extractionwas extracted
4. washThe organic layer was washed with saturated sodium chloride water
5. washThe reaction solution after washing
6. concentrationwas concentrated under reduced pressure
7. additionMethyl isobutyl ketone was added to the concentrate
8. concentrationthe resulting solution was concentrated under reduced pressure again
9. additionn-hexane was added to the
10. concentrationconcentrate for crystallization
11. customThe resulting solid was dried in vacuum