反应详情

温度

0 °C

1.50 g (9.70 mmol) of 4-chloroacetophenone were dissolved in 8 ml of diethyl ether at 0° C., and 38.8 ml (19.41 mmol) of a 0.5N solution of cyclopropylmagnesium bromide in tetrahydrofuran were slowly added dropwise. Stirring at 0° C. for 1 h was followed by warming to RT, addition of water and acetonitrile to the reaction solution, and filtration of the mixture through kieselguhr. The organic solvents were removed in a rotary evaporator, and the aqueous phase was extracted twice with diethyl ether. The combined organic phases were washed with saturated aqueous sodium chloride solution, and the solvents were removed in vacuo. The crude product was purified twice by preparative HPLC (mobile phase: acetonitrile/water gradient). The acetonitrile was removed from the combined product phases in a rotary evaporator, and the aqueous phase was extracted twice with diethyl ether. The combined organic phases were again washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and filtered, and the solvents were removed in vacuo. 1.37 g (72% of theory) of the title compound were obtained.

1. temperatureby warming to RT
2. filtrationto the reaction solution, and filtration of the mixture through kieselguhr
3. customThe organic solvents were removed in a rotary evaporator
4. extractionthe aqueous phase was extracted twice with diethyl ether
5. washThe combined organic phases were washed with saturated aqueous sodium chloride solution
6. customthe solvents were removed in vacuo
7. customThe crude product was purified twice by preparative HPLC (mobile phase: acetonitrile/water gradient)
8. customThe acetonitrile was removed from the combined product phases in a rotary evaporator
9. extractionthe aqueous phase was extracted twice with diethyl ether
10. washThe combined organic phases were again washed with saturated aqueous sodium chloride solution
11. dry with materialdried over sodium sulfate
12. filtrationfiltered
13. customthe solvents were removed in vacuo