反应详情

To a suspension of 581 mg (23.9 mmol) magnesium in 24 mL THF was added 5.3 g (23.9 mmol) 4-methoxyphenethyl bromide. The mixture was refluxed for 2 h and then cooled in an ice bath and 2.4 g (7.97 mmol) 6-benzyl-[1,6]naphthyridin-6-ium bromide (Chemical & Pharmaceutical Bulletin, 32(7), 2522-9; 1984) was added at once. The mixture was stirred at room temperature for 30 minutes, cooled to 0° C. and quenched with a 20% NH4Cl solution. The mixture was extracted with ethyl acetate. The combined extracts were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified on silica eluting with a gradient formed from heptane and ethyl acetate. The product containing fractions were evaporated to yield 2.57 g (90%) of the title compound was yielded as yellow oil.

1. temperatureThe mixture was refluxed for 2 h
2. temperaturecooled in an ice bath
3. temperaturecooled to 0° C.
4. customquenched with a 20% NH4Cl solution
5. extractionThe mixture was extracted with ethyl acetate
6. dry with materialThe combined extracts were dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe residue was purified on silica eluting with a gradient
10. customformed from heptane and ethyl acetate
11. additionThe product containing fractions
12. customwere evaporated