반응 #84515
ord-4ac7af751afe4a0c8814018ded4486d1
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후처리
- 1기타The mixture was then quenched with water
- 2여과filtered
- 3추출The filtrate was extracted with DCM (30 mL×6)
- 4세척the combined organic layers were washed with brine (50 mL×3)
- 5건조dried over anhydrous Na2SO4
- 6농축concentrated in vacuo
- 7기타The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)
실험 절차
To a mixture of NaH (3.0 g, 75.0 mmol, 60%) in DMF (20 mL) were added a solution of 6-nitro-1H-indole (4.86 g, 30.0 mmol) in DMF (10 mL) and a solution of 3-hydroxybenzonitrile (3.57 g, 30.0 mmol) in DMF (10 mL) at 0° C. and the mixture was stirred at rt for 2 h. To the reaction mixture was added a solution of diiodomethane (7.5 mL, 90.0 mmol) in DMF (10 mL) slowly without light and the mixture was stirred at rt for 20 h. The mixture was then quenched with water and filtered. The filtrate was extracted with DCM (30 mL×6) and the combined organic layers were washed with brine (50 mL×3), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (4.47 g, 51%).