反応 #622417

反応方程式

sodium thiosulfate

9-phenylanthracene

carbon tetrachloride

carbon tetrachloride

bromine

→

9-bromo-10-phenylanthracene

溶媒

Methanol

反応条件

後処理

1. 1
   workup.WAITAfter a certain period
2. 2
   workup.STIRRINGstirred for 1 hour
3. 3
   抽出an aqueous layer of the mixture was extracted with chloroform
4. 4
   抽出The obtained extracted solution
5. 5
   洗浄washed with a 0.10 M sodium thiosulfate solution
6. 6
   乾燥a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline in this order, and then, the organic layer was dried with magnesium sulfate
7. 7
   ろ過filtered
8. 8
   その他condensed
9. 9
   その他to give a solid
10. 10
    ろ過A toluene solution of the solid was subjected to suction filtration 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
11. 11
    その他condensed
12. 12
    その他to give a solid
13. 13
    その他this suspension was irradiated with ultrasonic waves
14. 14
    その他was obtained by suction filtration in a yield of 84%

実験手順

In a 300 mL three-neck flask, 5.8 g (23 mmol) of 9-phenylanthracene and 100 mL of carbon tetrachloride were placed. Then, 30 mL of a carbon tetrachloride solution containing 4.0 g (25 mmol) of bromine was dripped into the mixture under nitrogen stream. After dripping, the solution was stirred for 12 hours at room temperature. After a certain period, 100 mL of a 1.0 M sodium thiosulfate solution was added and stirred for 1 hour, and an aqueous layer of the mixture was extracted with chloroform. The obtained extracted solution and the organic layer were combined and washed with a 0.10 M sodium thiosulfate solution, a saturated aqueous solution of sodium hydrogen carbonate, and saturated saline in this order, and then, the organic layer was dried with magnesium sulfate. The mixture was gravity filtered, and the obtained filtrate was condensed to give a solid. A toluene solution of the solid was subjected to suction filtration 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, and the filtrate was condensed to give a solid. Methanol was added to the solid, and this suspension was irradiated with ultrasonic waves. Then, 6.4 g of a solid substance, which was target pale yellow powder, was obtained by suction filtration in a yield of 84%.

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