反应详情

To an ethanolic solution of 2-cyanoacetamidine prepared from ethyl 2-cyanoacetimidate hydrochloride (4.0 g) as in Reference Example 2 was added a solution of 3-bromo-4-chromanone (3.0 g) in ethanol dropwise under ice-cooling with stirring. The mixture was stirred at room temperature overnight and, then, concentrated under reduced pressure. The resulting crude product was dissolved in ethyl acetate. The ethyl acetate layer was washed with water, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (Wakogel C-200, 200 g; eluent: 2% methanol/chloroform) and recrystallized from acetone/isopropyl ether to provide the title compound as light-brown crystals (0.31 g). m.p. 216-217° C.

1. temperaturecooling
2. stirringThe mixture was stirred at room temperature overnight
3. concentrationconcentrated under reduced pressure
4. dissolutionThe resulting crude product was dissolved in ethyl acetate
5. washThe ethyl acetate layer was washed with water
6. dry with materialdried over MgSO4
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (Wakogel C-200, 200 g; eluent: 2% methanol/chloroform)
9. customrecrystallized from acetone/isopropyl ether