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ChemicalBook CAS DataBase List Benzenamine, N,?N-?bis[4-?(octyloxy)?phenyl]?-?4-?(4,?4,?5,?5-?tetramethyl-?1,?3,?2-?dioxaborolan-?2-?yl)?
1384270-52-3

Benzenamine, N,?N-?bis[4-?(octyloxy)?phenyl]?-?4-?(4,?4,?5,?5-?tetramethyl-?1,?3,?2-?dioxaborolan-?2-?yl)? synthesis

2synthesis methods
Benzenamine, N-(4-bromophenyl)-4-(octyloxy)-N-[4-(octyloxy)phenyl]-

1070910-91-6
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Benzenamine, N,?N-?bis[4-?(octyloxy)?phenyl]?-?4-?(4,?4,?5,?5-?tetramethyl-?1,?3,?2-?dioxaborolan-?2-?yl)?

1384270-52-3
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Yield:1384270-52-3 79.3%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium carbonate in dimethyl sulfoxide at 90; for 18 h;Inert atmosphere;

Steps:

3 Synthesis of compound 5:

In a N2 atmosphere, compound 4 (1.5g, 2.60mmol),Biboronic acid pinacol ester (2.5g, 10.0mmol) and potassium acetate (2g, 20mmol), anhydrous potassium carbonate (4.14g), and 90ml DMSO was added to the system and deoxygenated,Finally, the catalyst Pd(dppf)Cl2 (1 g) was added.The reaction mixture was reacted at 90 °C for 18 h, and the progress of the reaction was followed by a TLC plate. After the reaction was completed, the reaction solution was cooled to room temperature, the obtained crude product was extracted with water and dichloromethane system, and then the solvent was distilled off under reduced pressure.The crude product was separated by column chromatography using dichloromethane and petroleum ether (DCM:petroleum ether=1:1),Thus, pale yellow liquid 5 (1.29 g, 79.3%) was obtained.

References:

CN113683605,2021,A Location in patent:Paragraph 0049-0050; 0052