B-(6,9-Diphenyl-9H-carbazol-3-yl)boronic acid synthesis
- Product Name:B-(6,9-Diphenyl-9H-carbazol-3-yl)boronic acid
- CAS Number:1133058-06-6
- Molecular formula:C24H18BNO2
- Molecular Weight:363.22
5419-55-6
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1133058-06-6
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Yield: 70%
Reaction Conditions:
Stage #1:3-bromo-N-phenyl-6-phenylcarbazole with n-butyllithium in tetrahydrofuran;hexane at -78; for 1 h;
Stage #2:Triisopropyl borate in tetrahydrofuran;hexane for 12 h;
Stage #3: with hydrogenchloride in tetrahydrofuran;hexane;water
Steps:
After dissolving compound C-11-2 (4.8 g, 12.06 mmol) in THF (60 mL), 2.5 M n-BuLi in hexane (6.3 mL, 15.68 mmol) was added thereto at -78°C. The reaction mixture was stirred for 1 hour. B(Oi-Pr)3 (4.5 g, 24.12 mmol) was added slowly to the mixture, and then the mixture was stirred for 12 hours. After completing the reaction, purified water 20 mL was slowly dropped stepwise to the mixture. Thereafter, the mixture was extracted with MC/NH4Cl aq. The obtained organic layer was concentrated, was filtered through silica, and then was crystallized with MC/hexane to obtain compound C-11-3 (3 g, 70%).
References:
ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.;AHN, Hee-choon;YOON, Seok-keun;MOON, Doo-hyeon;KIM, Hee-sook;LEE, Su-hyun;SHIN, Hyo-nim;LEE, Kyung-joo;PARK, Kyoung-jin;KIM, Nam-kyun;CHO, Young-jun;KWON, Hyuck-joo;KIM, Bong-ok WO2012/121561, 2012, A1 Location in patent:Page/Page column 27
150-46-9
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1133058-06-6
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98-80-6
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1153-85-1
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1133058-06-6
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