反应详情

温度

-10 °C

3 g (0.016 mol) 4-Ethynyl-3-nitrobenzamide (Compound I-1), 45 ml tetrahydrofuran and 6 ml methyl chloroformate were added into a 100 ml four-neck reactor flask, stirred to dissolve and cooled to −10° C., and 7.5 g sodium hydride was added and maintained at about 0° C. for 30 minutes. After the completion of the reaction, the reaction mixture was poured into crushed ice and the pH was adjusted to acidic with hydrochloric acid, and then extracted with 200 ml ethyl acetate. The organic layer was washed with water for three times, and dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated to dryness to obtain about 3.5 g crude product, which was separated by column chromatography to obtain N-methoxycarbonyl-4-ethynyl-3-nitrobenzoateamide (Compound I-2), 1.6 g (0.0065 mol), yield 40.8%.

1. dissolutionto dissolve
2. temperaturemaintained at about 0° C. for 30 minutes
3. customAfter the completion of the reaction
4. additionthe reaction mixture was poured
5. custominto crushed ice
6. extractionextracted with 200 ml ethyl acetate
7. washThe organic layer was washed with water for three times
8. dry with materialdried over anhydrous sodium sulfate
9. filtrationfiltered
10. concentrationthe filtrate was concentrated to dryness
11. customto obtain about 3.5 g crude product, which
12. customwas separated by column chromatography
13. customto obtain N-methoxycarbonyl-4-ethynyl-3-nitrobenzoateamide (Compound I-2), 1.6 g (0.0065 mol), yield 40.8%