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ChemicalBook CAS DataBase List 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole synthesis

11synthesis methods
-

Yield:785051-54-9 93%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in 1,4-dioxane;water at 120; for 17 h;Inert atmosphere;

Steps:

1.3 (3) Synthesis of Compound 2A

In a nitrogen environment, 9-(4-bromophenyl)-9H-carbazole (1.5 g, 4.66 mmol), bis(pinacolato)diboron (1.54 g, 6.05 mmol), [1,1-bis(diphenylphosphineo)-ferrocene]palladium(II) dichloride (0.34 g, 0.47 mmol), and potassium acetate (1.37 g, 13.97 mmol) were added to a 1,4-dioxane/toluene (1:1) solvent and stirred. The mixed solution was stirred in an oil bath at a temperature of 120° C. for 17 hours. After completion of the reaction, the reaction temperature was cooled to room temperature, the solvent was removed, and the obtained solid was subjected to column chromatography (eluent:methylene chloride (MC) and hexane), so as to obtain 1.6 g (yield of 93%) of 9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolane-2-yl)phenyl)-9H-carbazole. The obtained material was identified by HRMS and HPLC analysis. High resolution mass spectrometry (matrix assisted laser desorption ionization) (HRMS (MALDI)) calcd for C24H24BNO2: m/z: 369.19 Found: 370.23.

References:

US2022/89624,2022,A1 Location in patent:Paragraph 0275; 0278-0279