9-(2-Naphthyl)-3-broMocarbazole

Chemical Properties

White crystal

Synthesis

General procedure for the synthesis of N-(2-naphthalenyl)-3-bromocarbazole from 9-(naphthalen-2-yl)-9H-carbazole: Compound 3-1 (9-(naphthalen-2-yl)-9H-carbazole) (24 g, 93.2 mmol) and N-bromosuccinimide (14 g, 79 mmol) were dissolved in 832 mL of tetrahydrofuran (THF) and the reaction mixture was stirred at room temperature for 20 hours. Upon completion of the reaction, the organic layer was extracted with ethyl acetate and dried with anhydrous magnesium sulfate to remove residual water. Subsequently, the remaining product was purified by column chromatography to afford compound 3-2 (N-(2-naphthyl)-3-bromocarbazole) (26.4 g, yield: 84%).

References

[1] Patent: WO2016/36207, 2016, A1. Location in patent: Paragraph 116-117; 122-123; 134-135; 138-139
[2] Patent: KR2016/29399, 2016, A. Location in patent: Paragraph 0138; 0139; 0142; 0143
[3] Patent: WO2016/64227, 2016, A1. Location in patent: Paragraph 180
[4] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 3, p. 841 - 846
[5] Patent: KR2015/21171, 2015, A. Location in patent: Paragraph 0239; 0240; 0241; 0248; 0249