反应详情

温度

-25 °C

To a solution of 0.42 g (0.0047 mole) of diisopropylamine in 10 ml tetrahydrofuran (THF), maintained under inert gas and cooled to -25° C., was added dropwise a solution of n-butyllithium (0.043 mole) in hexane such that the temperature did not exceed -20° C. The solution was stirred at -35° C. for 30 minutes, then cooled to -65° C. A solution of 1.1 g (0.004 mole) of S,S-di-n-propyl dichloromethylphosphonodithioate in 20 ml THF was added dropwise over 20 minutes. After stirring at -65° C. for 60 minutes, a solution of 0.62 g (0.004 mole) of carbon tetrachloride in 10 ml THF was added over 10 minutes. The solution was stirred at -65° C. for 60 minutes, then allowed to warm to room temperature. After cooling in an ice bath, 25 ml of water was added. The reaction mixture was extracted with dichloromethane (2×40 ml) and the combined organic extracts were washed with saturated sodium bicarbonate (2×20 ml), and dried with magnesium sulfate. Evaporation afforded a red oil, the title compound. The structure Tas confirmed by nuclear magnetic resonance and mass spectroscopy.

1. customdid not exceed -20° C
2. temperaturecooled to -65° C
3. stirringAfter stirring at -65° C. for 60 minutes
4. stirringThe solution was stirred at -65° C. for 60 minutes
5. temperatureto warm to room temperature
6. temperatureAfter cooling in an ice bath
7. extractionThe reaction mixture was extracted with dichloromethane (2×40 ml)
8. washthe combined organic extracts were washed with saturated sodium bicarbonate (2×20 ml)
9. dry with materialdried with magnesium sulfate
10. customEvaporation
11. customafforded a red oil