反应 #1483121

反应方程式

9-bromophenanthrene

2-formylphenylboronic acid

sodium carbonate

→

9-(2-formylphenyl)phenanthrene

收率 89.0%

溶剂

dimethyl ether

反应条件

后处理

1. 1
   温度the resultant was refluxed
2. 2
   温度while heating for 8 hours
3. 3
   其他an aqueous phase was removed
4. 4
   其他An organic phase which had been separated
5. 5
   洗涤was washed with water and saturated brine
6. 6
   干燥dried with magnesium sulfate
7. 7
   过滤After the magnesium sulfate was filtered out
8. 8
   浓缩the organic phase was concentrated
9. 9
   其他The resulting residue was purified by means of silica gel column chromatography

实验过程

Under an argon atmosphere, 25.7 g of 9-bromophenanthrene, 16.5 g of 2-formylphenylboronic acid and 2.31 g of tetraxis(triphenylphosphine)palladium(0) were placed in a flask. 340 mL of dimethyl ether (DME) and 170 mL of a 2M aqueous sodium carbonate solution were added to this flask, and the resultant was refluxed with stirring while heating for 8 hours. After cooling to room temperature, an aqueous phase was removed. An organic phase which had been separated was washed with water and saturated brine, and then dried with magnesium sulfate. After the magnesium sulfate was filtered out, the organic phase was concentrated. The resulting residue was purified by means of silica gel column chromatography, whereby 25.0 g (yield: 89%) of 9-(2-formylphenyl)phenanthrene was obtained.

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