反应 #1726665

反应方程式

potassium carbonate

9-iodo-10-phenylanthracene

p-bromophenyl boronic acid

→

light-brown solid

收率 52.0%

9-(4-bromophenyl)-10-phenylanthracene

收率 52.0%

溶剂

toluene

toluene

反应条件

后处理

1. 1
   其他Into a 50 mL three-neck flask were put
2. 2
   其他This mixture was degassed under reduced pressure
3. 3
   过滤Then, the mixture was subjected to suction filtration through Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), and alumina
4. 4
   洗涤The obtained filtrate was washed with water
5. 5
   干燥a saturated saline, and then dried with magnesium sulfate
6. 6
   过滤filtered
7. 7
   浓缩the obtained filtrate was concentrated
8. 8
   其他to give a solid
9. 9
   其他The obtained solid was recrystallized with chloroform/hexane

实验过程

Into a 50 mL three-neck flask were put 1.0 g (2.63 mmol) of 9-iodo-10-phenylanthracene and 542 mg (2.70 mmol) of p-bromophenyl boronic acid. The atmosphere in the flask was replaced with nitrogen. After that, 10 mL of toluene and 3 mL of potassium carbonate aqueous solution (2.0 M) were added to the flask. This mixture was degassed under reduced pressure, then 46 mg (0.03 mmol) of tetrakis(triphenylphosphine)palladium(0) was added to the mixture. The mixture was stirred under a nitrogen stream at 80° C. for 9 hours. After the stirring, about 20 mL of toluene was added to this mixture. Then, the mixture was subjected to suction filtration through Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855), and alumina. The obtained filtrate was washed with water and a saturated saline, and then dried with magnesium sulfate. This mixture was gravity filtered, and the obtained filtrate was concentrated to give a solid. The obtained solid was recrystallized with chloroform/hexane to give 0.56 g of a light-brown solid, which was the object of the synthesis, in a yield of 45%.

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