反应详情

温度

120 °C

Approximately 7.6 g (17 mmol) of the obtained 2-bromo-9,10-diphenyl-9,10-dihydroanthracene-9,10-diol, 5.1 g (31 mmol) of potassium iodide, 9.7 g (92 mmol) of sodium phosphinate monohydrate, and 50 mL of glacial acetic acid were put into a 500 mL three-neck flask, and the mixture was refluxed at 120° C. for 2 hours. Then, 30 mL of 50% phosphinic acid was added to the reactive mixture, and the mixture was stirred for 1 hour at 120° C. After the reaction, the solution was washed with water, and the aqueous layer was extracted with ethyl acetate. The extracted solution and an organic layer were dried with magnesium sulfate, filtered by suction filtration and the obtained filtrate was concentrated to obtain a solid substance. The solid substance was dissolved in toluene, and the solution was filtered through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), and alumina. The obtained filtrate was concentrated to obtain a solid substance, and the solid substance was recrystallized with a mixed solvent of chloroform and hexane, giving 5.1 g of 2-bromo-9,10-diphenylanthracene as a light yellow powdered solid substance which was the object of the synthesis. The yield of the two stages (ii) and (iii) was 74%.

1. customAfter the reaction
2. washthe solution was washed with water
3. extractionthe aqueous layer was extracted with ethyl acetate
4. dry with materialThe extracted solution and an organic layer were dried with magnesium sulfate
5. filtrationfiltered by suction filtration
6. concentrationthe obtained filtrate was concentrated
7. customto obtain a solid substance
8. filtrationthe solution was filtered through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), and alumina
9. concentrationThe obtained filtrate was concentrated
10. customto obtain a solid substance
11. customthe solid substance was recrystallized with a mixed solvent of chloroform and hexane