反应详情

4-Methoxy-2-methyl-1H-indole (644 mg, 4 mmol) was dissolved in 10 mL of DMF and 160 mg (4 mmol) of 60% NaH/mineral oil was added. After 0.67 hours, 707 mg (4 mmol) of 1-(chloromethyl)naphthalene was added. After 5 hours, the mixture was diluted with water and extracted twice with ethyl acetate. The combined ethyl acetate was washed with brine, dried (MgSO4) and concentrated at reduced pressure. The residue was chromatographed on silica gel and eluted with 20% EtOAc/hexane to give 1.17 g (97% yield) of 4-methoxy-2-methyl-1-[(1-naphthalenyl)methyl]-1H-indole.

1. waitAfter 5 hours
2. extractionextracted twice with ethyl acetate
3. washThe combined ethyl acetate was washed with brine
4. dry with materialdried (MgSO4)
5. concentrationconcentrated at reduced pressure
6. customThe residue was chromatographed on silica gel
7. washeluted with 20% EtOAc/hexane