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9-[4-(3,6-diphenyl-N-carbazolyl)] phenyl-10-phenylanthracene[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
71%
With sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; In toluene; at 110℃; for 10h;
Next, a synthetic method of DPCzPA by coupling reaction of 3, 6-diphenylcarbazole and 9-phenyl-10-(4-bromophenyl) anthracene will be shown. A mixture of 819 mg (2.0 mmol) of 9-phenyl-10-(4-bromophenyl) anthracene, 666 mg (2.1 mmol) of 3, 6-diphenylcarbazole, 14 mg (0.02 mmol) of dibenzylidine palladium (II), 1.0 g (10 mmol) of t-butoxy sodium, 0.1 mL of tri(t-butyl) phosphine, 20 mL of toluene is refluxed at 110 0C for 10 hours. After the reaction, the solution is rinsed with water, aqueous layer is extracted with toluene, and it is rinsed together with the organic layer using saturated salt solution, and thereafter dried with magnesium sulfate. An oily product obtained by natural filtration and condensation is dissolved in toluene, and filtered through celite, Florisil, and alumina. The filtrate is condensed, and purified by silica gel column chromatography (toluene). Recrystallization is carried out using dichloromethane and hexane to obtain 937 mg of DPCzPA at a yield of 71 percent. A synthetic scheme of DPCzPA by coupling reaction of 3, 6-diphenylcarbazole and 9-phenyl-10-(4-bromophenyl) anthracene is shown below.
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