反应详情

温度

0 °C

4.5 g (20 mmol) of 2-aminophenol, 3.0 mL (22 mmol) of triethylamine, and 50 mL of tetrahydrofuran (THF) were put in a 200 mL three-neck flask, and cooled to 0° C. After the cooling, 50 mL of THF solution containing 4.5 g (20 mmol) of 4-bromobenzoyl chloride was dropped under a nitrogen atmosphere. This solution was stirred at 0° C. for four hours under a nitrogen atmosphere. Then, water was added to the solution, and an organic layer and an aqueous layer were separated. An organic substance was extracted with ethyl acetate from the aqueous layer. The resulting extracted solution was combined with the organic layer, and the organic layer was washed with 0.2 M hydrochloric acid and a saturated aqueous solution of sodium bicarbonate, and then dried with magnesium sulfate. This mixture was subjected to suction filtration through Celite (manufactured by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), and the filtrate was concentrated to give a solid. The obtained solid was recrystallized with ethyl acetate/hexane, whereby 5.3 g of the target white powder was obtained in a yield of 88%.

1. additionwas dropped under a nitrogen atmosphere
2. customan organic layer and an aqueous layer were separated
3. extractionAn organic substance was extracted with ethyl acetate from the aqueous layer
4. extractionThe resulting extracted solution
5. washthe organic layer was washed with 0.2 M hydrochloric acid
6. dry with materiala saturated aqueous solution of sodium bicarbonate, and then dried with magnesium sulfate
7. filtrationThis mixture was subjected to suction filtration through Celite (manufactured by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855)
8. concentrationthe filtrate was concentrated
9. customto give a solid
10. customThe obtained solid was recrystallized with ethyl acetate/hexane