反应详情

温度

-25 °C

Ferrous chloride (4 g) is reacted with MeMgCl (3 equiv based on FeCl2) in THF (anhydrous, 200 mL) at −25° C. under nitrogen. To this mixture is then added 5α-Pregnane 3,20-dione (10 g). The mixture is stirred at −25° C. for 4 h and is quenched by adding acetic acid (32 mL). The mixture is concentrated in vacuo and the residue is stirred in 3N HCl (200 mL) for 6 h. The solid is collected by filtration, washed with water and dried. The crude product is dissolved in THF (33 mL) at reflux and filtered hot. The filtrate is mixed with water (45 mL) and the solid is collected by filtration, washed with water and dried. The solid is further slurried in ethyl acetate (50 mL) at 70° C. for 19 h. It is cooled to 5° C. and filtered, washed with cold ethyl acetate and dried to obtain ganaxolone.

1. customis quenched
2. additionby adding acetic acid (32 mL)
3. concentrationThe mixture is concentrated in vacuo
4. stirringthe residue is stirred in 3N HCl (200 mL) for 6 h
5. filtrationThe solid is collected by filtration
6. washwashed with water
7. customdried
8. dissolutionThe crude product is dissolved in THF (33 mL)
9. temperatureat reflux
10. filtrationfiltered hot
11. additionThe filtrate is mixed with water (45 mL)
12. filtrationthe solid is collected by filtration
13. washwashed with water
14. customdried
15. waitThe solid is further slurried in ethyl acetate (50 mL) at 70° C. for 19 h
16. temperatureIt is cooled to 5° C.
17. filtrationfiltered
18. washwashed with cold ethyl acetate
19. customdried