반응 #2045081

반응 방정식

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

수율 23.0%

용매

toluene

water

반응 조건

후처리

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

실험 절차

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.

출처