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ChemicalBook CAS DataBase List 4-BroMo-9H-carbazole

4-BroMo-9H-carbazole synthesis

10synthesis methods
Under nitrogen protection,Add 357.6g m-dibromobenzene (99%, 1.5mol) into a 500mL reaction flask,26.1g o-bromoaniline (99%, 0.15mol),0.084g palladium(II) acetate (99%, 0.375mmol),0.18g 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (99%, 0.375mmol),58.2g sodium tert-butoxide (99%, 0.6mol),After feeding,Warm up to 130°C,Stirring speed 600rpm,Incubate for 24hr,After the reaction,Vacuum distillation to recover unreacted m-dibromobenzene,Add water and ethyl acetate to extract the residue,The organic layer was desolvated to obtain the crude product which was crystallized in ethanol to obtain 34.3 g of 4-BroMo-9H-carbazole.The content is 99.6% and the yield is 92.5%.3652-89-9-b.png
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Yield:3652-89-9 92.5%

Reaction Conditions:

with palladium diacetate;sodium t-butanolate;XPhos at 130; for 24 h;Inert atmosphere;Suzuki Coupling;Temperature;

Steps:

1-8; 1-2 Example 2
Under nitrogen protection,Add 357.6g m-dibromobenzene (99%, 1.5mol) into a 500mL reaction flask,26.1g o-bromoaniline (99%, 0.15mol),0.084g palladium(II) acetate (99%, 0.375mmol),0.18g 2-dicyclohexylphosphine-2,4,6-triisopropylbiphenyl (99%, 0.375mmol),58.2g sodium tert-butoxide (99%, 0.6mol),After feeding,Warm up to 130°C,Stirring speed 600rpm,Incubate for 24hr,After the reaction,Vacuum distillation to recover unreacted m-dibromobenzene,Add water and ethyl acetate to extract the residue,The organic layer was desolvated to obtain the crude product which was crystallized in ethanol to obtain 34.3 g of 4-bromocarbazole.The content is 99.6% and the yield is 92.5%.

References:

Zhonggang Group Nanjing New Materials Institute Co., Ltd.;Zhonggangtianyuan Co., Ltd.;Zhu Yefeng;Pei Xiaodong;Yang Xiuguang;Zhang Ling;Wu Zhongkai;Luo Yanhua CN111960989, 2020, A Location in patent:Paragraph 0041-0057; 0060-0063

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