Реакция #2045081

Уравнение реакции

1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazol-9-yl)ethanone

1,3-dibromobenzene

K2CO3

→

1-(3-(3-bromophenyl)-9H-carbazol-9-yl)ethanone

Выход 23.0%

Растворители

toluene

water

Условия реакции

Обработка

1. 1
   Другоеthe organic phase was isolated
2. 2
   Другоеthe solvent was evaporated
3. 3
   ДругоеThe residue was purified by column chromatography on silica gel with hexane/DCM (1/1

Методика

A mixture solution of 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazol-9-yl)ethanone (10.00 g, 29.8 mmol), 1,3-dibromobenzene (17.59 g, 74.6 mmol), Pd(PPh3)4 (0.689 g, 0.597 mmol) and K2CO3 (12.37 g, 89 mmol) in toluene (100 mL) and water (20 mL) was refluxed under N2 overnight. After cooling to room temperature, the organic phase was isolated and the solvent was evaporated. The residue was purified by column chromatography on silica gel with hexane/DCM (1/1, v/v) as eluent to yield 1-(3-(3-bromophenyl)-9H-carbazol-9-yl)ethanone (2.5 g, 23%) as a white solid.

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