反应详情

Sodium (6.42 g) was dissolved in 390 ml of ethanol at room temperature. To the solution was added 78.0 g of diethyl p-toluoylaminomalonate, and 47.9 g of 1-bromo-4-chlorobutane was added dropwise under heating to reflux. The mixture was heated to reflux for 20 hours. The reaction solution was concentrated. To the residue was added water, and the mixture was washed with ethyl acetate. After washing with 10% hydrochloric acid and water sequentially, the solution was dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane: ethyl acetate=9:1) to provide 55.7 g of the objective compound as colorless oil.

1. additionwas added dropwise
2. temperatureunder heating to reflux
3. temperatureThe mixture was heated
4. temperatureto reflux for 20 hours
5. concentrationThe reaction solution was concentrated
6. additionTo the residue was added water
7. washthe mixture was washed with ethyl acetate
8. washAfter washing with 10% hydrochloric acid and water sequentially
9. dry with materialthe solution was dried over anhydrous magnesium sulfate
10. concentrationconcentrated
11. customThe residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane: ethyl acetate=9:1)