反应详情

温度

0 °C

To a mixture of 7-benzyloxy-3-methoxy-10H-benzo[4,5]furo[3,2-b]indole (102 mg, 0.297 mmol) in DMF (5 mL) was added NaH (37 mg, 60% in mineral oil, 3.0 eq.) followed by [2-(4-chloromethyl-phenoxy)-ethyl]-diethyl-amine hydrochloride salt (99 mg, 0.356 mmol) at 0° C. The mixture was stirred at 0° C. for 30 minutes, warmed to 25° C., and quenched by NH4Cl (solid). EtOAc and water were then added to the mixture. The reaction mixture was then partitioned between EtOAc and water. The aqueous layer was extracted three times with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to yield crude material. The crude material was purified by silica gel (EtOAc to CH2Cl2: MeOH 5:1) to yield the title compound as a brown solid.

1. temperaturewarmed to 25° C.
2. customquenched by NH4Cl (solid)
3. additionEtOAc and water were then added to the mixture
4. customThe reaction mixture was then partitioned between EtOAc and water
5. extractionThe aqueous layer was extracted three times with EtOAc
6. washThe combined organic layer was washed with brine
7. dry with materialdried over anhydrous Na2SO4
8. filtrationfiltered
9. concentrationconcentrated
10. customto yield crude material
11. customThe crude material was purified by silica gel (EtOAc to CH2Cl2: MeOH 5:1)