ChemicalBook CAS DataBase List N-(4-BroMophenyl)-N,N-bis(1,1'-biphenyl-4-yl)aMine

N-(4-BroMophenyl)-N,N-bis(1,1'-biphenyl-4-yl)aMine synthesis

14synthesis methods

Product Name:N-(4-BroMophenyl)-N,N-bis(1,1'-biphenyl-4-yl)aMine
CAS Number:499128-71-1
Molecular formula:C30H22BrN
Molecular Weight:476.41

589-87-7

102113-98-4

499128-71-1

The general procedure for the synthesis of N-(4-bromophenyl)-N,N-bis(1,1'-biphenyl-4-yl)amine from p-bromoiodobenzene and bis(4-biphenyl)amine was as follows: bis(4-biphenyl)amine (23.7 g, 73.8 mmol) was added to a round-bottomed flask, followed by the addition of p-bromoiodobenzene (20.9 g, 73.8 mmol), sodium tert-butanolate (10.7 g, 111 mmol), p-butylpropanol (0.33 g, 1.47 mmol), and ultrasonically deoxygenated toluene (1.5 L). 111 mmol), palladium acetate (0.33 g, 1.47 mmol), and ultrasonically deoxygenated toluene (1.5 L). The mixture was heated to reflux overnight under nitrogen protection. After completion of the reaction, the reaction solution was cooled and extracted with ethyl acetate and water. The organic layer was separated and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by column chromatography using silica gel as stationary phase and dichloromethane/hexane as eluent to afford the target product N-(4-bromophenyl)-N,N-bis(1,1'-biphenyl-4-yl)amine (28.8 g, 82% yield).

589-87-7 Synthesis

589-87-7
540 suppliers
$10.00/1g

102113-98-4 Synthesis

102113-98-4
309 suppliers
$6.00/1g

499128-71-1
167 suppliers
$7.00/100mg

Yield:499128-71-1 94%

Reaction Conditions:

with 1,10-Phenanthroline;potassium hydroxide;copper dichloride in toluene for 12 h;

Steps:

10.2; 11.2
(2) 30.53g (0.095mol) of bis([1,1'-biphenyl]-4-yl)amine (MW: 321.42),P-bromoiodobenzene (MW: 282.91) 26.88g (0.095mol),Cuprous chloride (MW: 99.00) 6.02g (0.0608mol),1,10-phenanthroline (MW: 180.2) 6.16g (0.0342mol),Potassium hydroxide (MW: 56) 31.92g (0.57mol) and toluene 530mL,Put it in a 1L reaction flask,Backflow diversion,Reaction for 12h; after the reaction is over,Cool down,filter,Wash with water to neutral, remove solvent,Dry to obtain N-([1,1'-biphenyl]-4-yl)-N-(4-bromophenyl)-[1,1'-biphenyl]-4-amine (MW: 476.42) 42.54g (0.0893mol), yield 94%;

References:

Yantai Xianhua Optoelectric Materials Institute Co., Ltd.;Sun Wei;Feng Peichuan;Chen Yue;Hu Lingfeng;Chen Yili;Wei Peng;Yang Yang CN111484468, 2020, A Location in patent:Paragraph 0105-0108; 0110; 0113-0116; 0118

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