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ChemicalBook CAS DataBase List 4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine
20440-94-2

4-Methoxy-N-(4-methoxyphenyl)-N-phenylbenzenamine synthesis

13synthesis methods
-

Yield:20440-94-2 99%

Reaction Conditions:

with iron(III) trichloride hexahydrate;triphenylphosphine;sodium hydroxide in lithium hydroxide monohydrate;N,N-dimethyl-formamide at 20; for 0.75 h;Sonication;Green chemistry;

Steps:

Method C:

General procedure: The ultrasonic probe was immersed directlyin the reactor. An ultrasonic generator (Sonics VC 505 300W) emitted sound vibration into the reaction mixture. Sonificationwas achieved at a low frequency of 20 kHz (50% amplitude) at room temperature for 45 min. The aryl halideor arylboronic acids (4.5 mmol), the aniline compound (2.25mmol), the ligand (0.05 mmol) and the catalyst FeCl3.6H2O,Ag, CuO or ZrO2) (0.025 mmol) were placed in a reactor. 3mL of solvent were added. After the reaction, the mixturewas extracted (three times) with diethyl ether. The latter wasdried on MgSO4 and the solvent removed under vacuum.The coupling product was finally isolated with silica gelchromatography. The reaction yields were determined withgas chromatography on a Shimadzu 2014-GC chromatograph. The capillary column was DB-5 and the carrier gaswas helium.

References:

Said, Khemais;Salem, Ridha Ben [Letters in Organic Chemistry,2022,vol. 19,# 8,p. 627 - 635]

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