反应详情

温度

60 °C

In a three neck round bottom flask equipped with stirrer, (0.243 g, 0.009 mol) of magnesium turnings and 2.5 mL of dry THF was added. The reaction was stirred to allow the metal to dissolve. At this point the temperature was raised to 60° C. and cyclopropyl bromide (1.21 g, 0.010 mol) was added dropwise. The reaction mixture was allowed to reflux for 1.5 h at 70° C. and then lowered to 60° C. Then (1.04 g, 0.005 mol) of 10,11-dihydro-dibenzo[a,d]cyclohepten-5-one was added dropwise. Upon addition, the solution turned purple in color. The temperature was raised to 70° C. after addition was complete. The reaction refluxed for an additional 2 h and HPLC was used to monitor reaction progress. Ammonium chloride/H2O (7.5 mL) was added to quench the reaction and the flask placed in an ice bath. The resulting solution was filtered and the filtrate was transferred to a 250-mL separatory funnel charged with DCM (100 mL). Then finally NaCl/H2O solution (80 mL) was added. The organic phase was removed and dried over Na2SO4 for 2 h. The solvent was removed under reduced pressure and the product was dried under vacuum overnight. 1H NMR and LC/MS confirmed the product. (Yield ˜52%).

1. customIn a three neck round bottom flask equipped with stirrer
2. dissolutionto dissolve
3. temperatureto reflux for 1.5 h at 70° C.
4. customlowered to 60° C
5. additionUpon addition
6. temperatureThe temperature was raised to 70° C.
7. additionafter addition
8. temperatureThe reaction refluxed for an additional 2 h
9. customreaction progress
10. customto quench
11. customthe reaction
12. customthe flask placed in an ice bath
13. filtrationThe resulting solution was filtered
14. customthe filtrate was transferred to a 250-mL separatory funnel
15. additioncharged with DCM (100 mL)
16. additionThen finally NaCl/H2O solution (80 mL) was added
17. customThe organic phase was removed
18. dry with materialdried over Na2SO4 for 2 h
19. customThe solvent was removed under reduced pressure
20. customthe product was dried under vacuum overnight