反应详情

温度

140 °C

A solution of methyl 4-[formyl-(2-oxopropyl)amino]-3-methoxybenzoate (118 g) and ammonium acetate (172 g) in acetic acid (255 mL) was heated and stirred at 140° C. for one hour. After the reaction was completed, the reaction solution was neutralized with aqueous ammonia under ice-cooling. Ethyl acetate was added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then filtered on a silica gel pad, and the filtrate was concentrated under reduced pressure. tert-Butyl methyl ether and heptane were added to the residue, and the precipitated solid was collected by filtration and washed with a solution of 50% tert-butyl methyl ether in heptane. The resulting solid was air-dried overnight to obtain 68.4 g of the title compound. Further, the crystallization mother liquor was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 22.3 g of the title compound.

1. temperaturecooling
2. customthe organic layer was separated
3. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
4. filtrationfiltered on a silica gel pad
5. concentrationthe filtrate was concentrated under reduced pressure
6. additiontert-Butyl methyl ether and heptane were added to the residue
7. filtrationthe precipitated solid was collected by filtration
8. washwashed with a solution of 50% tert-butyl methyl ether in heptane
9. customThe resulting solid was air-dried overnight