反应详情

805 mg (5 mmol) of 4-methoxy-2-methyl-1H-indole is reacted with 200 mg (5 mmol) of 60% NaH/mineral oil (washing with hexane before adding DMF) in 15 mL of DMF and after stirring for 0.5 hour, 1.0 g (5 mmol) of 3-(chloromethyl)biphenyl is added. The mixture is stirred at room temperature for 18 hours, diluted with water and extracted with ethyl acetate. The ethyl acetate solution is washed with brine, dried (MgSO4) and after concentrating at reduced pressure, the residue is chromatographed on silica gel eluting with 20% EtOAc/hexane to give 1.25 g (76% yield) of 1-((1,1′-biphenyl)-3-ylmethyl)-2-methyl-4-methoxy-1H-indole mp, 127°-131° C.

1. stirringThe mixture is stirred at room temperature for 18 hours
2. extractionextracted with ethyl acetate
3. washThe ethyl acetate solution is washed with brine
4. dry with materialdried (MgSO4)
5. concentrationafter concentrating at reduced pressure
6. customthe residue is chromatographed on silica gel eluting with 20% EtOAc/hexane