反应详情

6-Acetamido-1-tetralone (10.0 g, 49.2 mmol) was dissolved in tetrahydrofuran (100 ml). Sodium hydride (oil, 3.0 g) was added to the solution, which was refluxed with heating under nitrogen atmosphere for 2 hours. After cooling, methyl iodide (30 ml) was added to the reaction mixture, which was refluxed with heating under nitrogen atmosphere for 2 hours. The reaction mixture was concentrated. Ethyl acetate and water were added to the residue, and extraction was conducted. The ethyl acetate layer was concentrated, and the residue was purified by alumina column chromatography (development solvent; ethyl acetate: n-hexane=33:67˜50:50). The product was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate diisopropyl ether, to give the titled compound (4.3 g).

1. temperaturewas refluxed
2. temperaturewith heating under nitrogen atmosphere for 2 hours
3. temperatureAfter cooling
4. temperaturewas refluxed
5. temperaturewith heating under nitrogen atmosphere for 2 hours
6. concentrationThe reaction mixture was concentrated
7. additionEthyl acetate and water were added to the residue, and extraction
8. concentrationThe ethyl acetate layer was concentrated
9. customthe residue was purified by alumina column chromatography (development solvent; ethyl acetate: n-hexane=33:67˜50:50)
10. concentrationThe product was concentrated under reduced pressure
11. customthe residue was recrystallized from ethyl acetate diisopropyl ether