反応 #554597

反応方程式

3-bromoanisole

2-biphenylboronic acid

sodium carbonate

→

3-methoxy[1,1′:2′,1″]terphenyl

収率 90.0%

溶媒

dimethyl ether

反応条件

後処理

1. 1
   温度the resultant was refluxed
2. 2
   温度while heating for 8 hours
3. 3
   その他an aqueous phase was removed
4. 4
   洗浄An organic phase was washed with water and saturated brine
5. 5
   乾燥dried with magnesium sulfate
6. 6
   ろ過After the magnesium sulfate was filtered out
7. 7
   濃縮the organic phase was concentrated
8. 8
   その他The resulting residue was purified by means of silica gel column chromatography

実験手順

Under an argon atmosphere, 18.7 g of 3-bromoanisole, 23.8 g of 2-biphenylboronic 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 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 23.4 g (yield: 90%) of intended 3-methoxy[1,1′:2′,1″]terphenyl was obtained.

出典