Реакция #554597

Уравнение реакции

3-bromoanisole

2-biphenylboronic acid

sodium carbonate

→

3-methoxy[1,1′:2′,1″]terphenyl

Выход 90.0%

Растворители

dimethyl ether

Условия реакции

Обработка

1. 1
   Температураthe resultant was refluxed
2. 2
   Температураwhile heating for 8 hours
3. 3
   Другоеan aqueous phase was removed
4. 4
   ПромывкаAn organic phase was washed with water and saturated brine
5. 5
   Сушкаdried with magnesium sulfate
6. 6
   ФильтрацияAfter the magnesium sulfate was filtered out
7. 7
   Концентрированиеthe organic phase was concentrated
8. 8
   ДругоеThe resulting residue was purified by means of silica gel column chromatography

Методика

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.

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