3-(1-phenyl-1H-benzo[d]iMidazol-2-yl)phenylboronic acid Chemical Properties

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

InChI

InChI=1S/C19H15BN2O2/c23-20(24)15-8-6-7-14(13-15)19-21-17-11-4-5-12-18(17)22(19)16-9-2-1-3-10-16/h1-13,23-24H

InChIKey

YALVJUMJQAACQL-UHFFFAOYSA-N

SMILES

B(C1=CC=CC(C2N(C3=CC=CC=C3)C3=CC=CC=C3N=2)=C1)(O)O

3-(1-phenyl-1H-benzo[d]iMidazol-2-yl)phenylboronic acid Usage And Synthesis

Chemical Properties

White powder

Synthesis

2-(3-bromophenyl)-1-phenyl-1H-benzo[d]imidazole could be used as starting material to synthesize 3-(1-phenyl-1H-benzo[d]iMidazol-2-yl)phenylboronic acid. Under the protection of nitrogen, 2-(3-bromophenyl)-1-phenyl-1H-benzo[d]imidazole and dried tetrahydrofuran were added into a three-necked flask, cooling to -78 °C. Then the syringe is injected with slowly stirring n-BuLi of hexane solution, then triisopropyl borate, continuously stirring at this temperature for 1 hour, then slowly to room temperature, stirring overnight under the protection of nitrogen. Reaction end, the reaction solution is poured into 2N in a dilute hydrochloric acid solution, ethyl acetate extraction three times and, combined with the phase, salt water and water washing sequentially, and then dried with anhydrous sodium sulfate. To remove the solvent, the crude product with ethyl acetate and hexane recrystallization to obtain a white solid. Yield: 78%.