ChemicalBook CAS DataBase List 1,1-diphenyl-2,2-di(p-bromophenyl)ethylene

1,1-diphenyl-2,2-di(p-bromophenyl)ethylene synthesis

9synthesis methods

Product Name:1,1-diphenyl-2,2-di(p-bromophenyl)ethylene
CAS Number:859315-37-0
Molecular formula:C26H18Br2
Molecular Weight:490.23

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3988-03-2 Synthesis

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1,1-diphenyl-2,2-di(p-bromophenyl)ethylene

859315-37-0
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Yield: 75%

Reaction Conditions:

Stage #1:Diphenylmethane with n-butyllithium in tetrahydrofuran at 0; for 1 h;Inert atmosphere;
Stage #2:bis(4-bromophenyl)methanone in tetrahydrofuran for 2 h;
Stage #3: with toluene-4-sulfonic acid in toluene at 110;

Steps:

7 Example 7Synthesis of Compound (7)
Diphenylmethane (3.36 g, 20 mmol, 1.25 eq) was added to a 250 mL oblique vial.Add 80 mL of freshly steamed anhydrous THF under argon.Stir at 0 ° C for 30 min.Slowly add n-BuLi (1.6M, 12.5mL, 1.25eq),Stirring was continued for 1 h, then 1,4-dibromobenzophenone (5.44 g, 16 mmol, 1 eq) was added.The reaction was continued for 2 h, then allowed to warm to room temperature and allowed to react overnight.The reaction was quenched by the addition of aq.The solvent was removed and the crude product was taken without further purification.Used directly in the next step. Add p-toluenesulfonic acid to the reaction flask(0.34 g, 1.8 mmol), toluene 80 mL, refluxed at 110 ° C overnight.Cool to room temperature, spin off the toluene and extract three times with DCM.Dry over anhydrous sodium sulfate, filter and spin dry.The crude product was purified by silica gel chromatography (eluent: PE).6.6g of white solid,The yield was 75%.

References:

Donghua University;Zhang Dengqing;Yang Linghui;Li Xianying CN109336894, 2019, A Location in patent:Paragraph 0090; 0091; 0092