反应详情

4-Nitrobenzoyl chloride (4.55 g) was dissolved in a pyridine (30 ml) solution of 2,6-dichloro-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)aniline (2.7 g). The solution was refluxed under heating for 3 hours. After cooling to room temperature, the solution was diluted with water and extracted twice with ethyl acetate. The organic phases were combined and dried over magnesium sulfate. The drying agent was removed by filtration, and the solvent was distilled off under reduced pressure. The residue was dissolved in tetrahydrofuran (30 ml), and an aqueous solution (5 ml) containing sodium hydroxide (2.0 g) was added, and then stirred at room temperature for 4 hours. The reaction solution was extracted twice with ethyl acetate. The organic phases were combined, washed with 1 N hydrochloric acid and water, and dried over anhydrous magnesium sulfate. The drying agent (i.e., anhydrous magnesium sulfate) was removed by filtration, and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography to obtain N-[2,6-dichloro-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenyl]-4-nitrobenzamide (3.27 g, yield 83.4%).

1. temperatureThe solution was refluxed
2. temperatureunder heating for 3 hours
3. extractionextracted twice with ethyl acetate
4. dry with materialdried over magnesium sulfate
5. customThe drying agent was removed by filtration
6. distillationthe solvent was distilled off under reduced pressure
7. dissolutionThe residue was dissolved in tetrahydrofuran (30 ml)
8. additionan aqueous solution (5 ml) containing sodium hydroxide (2.0 g)
9. additionwas added
10. extractionThe reaction solution was extracted twice with ethyl acetate
11. washwashed with 1 N hydrochloric acid and water
12. dry with materialdried over anhydrous magnesium sulfate
13. customThe drying agent (i.e., anhydrous magnesium sulfate) was removed by filtration
14. distillationthe solvent was distilled off under reduced pressure
15. customThe residue was purified by column chromatography