تفاعل #2045081

معادلة التفاعل

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

المردود 23.0%

المذيبات

toluene

water

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر