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ChemicalBook CAS DataBase List 9-(4-chlorophenyl)phenanthrene

9-(4-chlorophenyl)phenanthrene synthesis

11synthesis methods
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Yield: 91%

Reaction Conditions:

with potassium phosphate;tetrakis(triphenylphosphine) palladium(0) in water;toluene at 100; for 3 h;Inert atmosphere;Sealed tube;

Steps:

11 9-(4-chlorophenyl)phenanthrene was synthesized by the method shown below
To a 100 mL Schlenk tube with a stir bar replaced with argon, add 4-chloroboronic acid (1.72 g, 11.0 mmol), 9-bromophenanthrene (2.57 g, 10.0 mmol), and tetrakis(triphenylphosphine)palladium (115 mg , 0.1mmol), toluene (30mL), water (6mL) and tripotassium phosphate (4.25g, 20.0mmol), after sealing, stirred at 100 for 3 hours. then,The reaction vessel was cooled to near room temperature, the lid was opened, and water (30 mL) was added thereto.Move the contents to a separatory funnel to separate the organic phase from the aqueous phase, then remove the aqueous phase,The organic phase is then washed with water. The organic phase is dried with sodium sulfate. then,The sodium sulfate was removed by filtration and the organic phase was concentrated.The concentrated mixture was purified by silica gel column chromatography (developing solvent: toluene),Wash with methanol to obtain the target 9-(4-chlorophenyl)phenanthrene(Yield 2.63g, yield 91%).

References:

Guandong Chemical Co., Ltd.;Xi Weitaiyi;Ji Guangdayou;Zuo Tenghuixing;Yan Jingxin;Xin Neicongchang CN111253264, 2020, A Location in patent:Paragraph 0280-0285