Reaktion #2045081

Reaktionsgleichung

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

Ausbeute 23.0%

Lösungsmittel

toluene

water

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle