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ChemicalBook CAS DataBase List 1-Bromo-9H-carbazole

1-Bromo-9H-carbazole synthesis

9synthesis methods
synthesis of 1-bromo-9H-carbazole: 3,6-bis(tert-butyl)carbazole is used as an initial raw material, and a bromination reaction is carried out for synthesis of 1-bromine-3,6-bis(tert-butyl)carbazole; t butyl is removed in a condition with aluminium chloride and isopropanol; alkali treatment and purification are carried out for synthesizing 1-bromocarbazole. The method has the advantages of few side reactions in a reaction process, easy operation and high yield. 1-bromo-9H-carbazole can be used in the fields of organic photoelectric materials, medicine, and the like, and is an important intermediate of carbazoles photoelectric materials, medicines and pesticides.
Production method of 1-bromocarbazole
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Yield:16807-11-7 95%

Reaction Conditions:

with N-Bromosuccinimide in toluene at 20; for 0.5 h;Reagent/catalyst;Temperature;Solvent;

Steps:

16; 40; 43 Example 40: Preparation of 1-bromocarbazole (16) from carbazole.

In an air atmosphere, add iron trifluoromethanesulfonate (2mol%, 1.8mg), carbazole (0.2mmol, 33.4mg), NBS (0.22mmol, 39.2mg) and a magnetic stirrer into a 35mL glass pressure tube middle. Then toluene (10 mL) was added, and the reaction tube was reacted at room temperature for 30 min. After the reaction was completed, 10 mL of water was added, extracted with 30 mL of dichloromethane, the organic phase was collected, and the organic phase was dried with anhydrous sodium sulfate. The organic layer was analyzed by gas chromatography, and the yield of the target product was calculated to be 95%.

References:

CN113620811,2021,A Location in patent:Paragraph 0091-0094; 0186-0188; 0195-0197

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