9,9'-Dioctyl-9H,9'H-3,3'bicarbazolyl synthesis
- Product Name:9,9'-Dioctyl-9H,9'H-3,3'bicarbazolyl
- CAS Number:193017-42-4
- Molecular formula:C40H48N2
- Molecular Weight:556.82
4041-19-4
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Yield:193017-42-4 84%
Reaction Conditions:
with iron(III) chloride in chloroform at 20; for 16 h;Inert atmosphere;
Steps:
2.2.3 Bis[9-octylcarbazol-3-yl](c)
To a stirred solution of 10 g (0.03 mol) a in 100 mL chloroform under argon atmosphere, 11.25 g (0.07 mol) iron (III) chloride was added at once. After stirring at room temperature during 16 h 100 mL water was added. The organic layer was separated, dried over MgSO4, filtered, and concentrated. The mixture was purified by column chromatography (SiO2, PE/EA, 50/1, v/v) and crystallization (hexane/CH2Cl2), respectively. 7.0 g of product was obtained as light yellow crystals. Yield: 84%. 1H NMR (CDCl3, 400 MHz, δ ppm): 8.42 (s, 2H), 8.20 (d, 2H, J=7.7 Hz), 7.82 (d, 2H, J=8.4 Hz), 7.48 (m, 6H), 7.23 (m, 2H), 4.34 (t, 4H, J=7.2 Hz), 1.90 (m, 4H), 1.35 (m, 20H), 0.87 (t, 6H, J=6.0 Hz). 13C NMR (CDCl3, 100 MHz, δ ppm): 140.9, 139.5, 133.3, 125.6, 125.5, 123.4, 123.0, 120.0, 118.9, 118.7, 108.8, 108.7, 43.2, 31.8, 29.4, 29.2, 29.0, 27.3, 22.6, 14.0.
References:
Zhang, Tianfu;Wang, Jinze;Zhou, Manxi;Ma, Li;Yin, Guangzhong;Chen, Guangxin;Li, Qifang [Tetrahedron,2014,vol. 70,# 14,p. 2478 - 2486]
111-83-1
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86-74-8
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