N-(4-biphenyl)-(9,9-dimethylfluoren-2--yl)Amine synthesis
- Product Name:N-(4-biphenyl)-(9,9-dimethylfluoren-2--yl)Amine
- CAS Number:897671-69-1
- Molecular formula:C27H23N
- Molecular Weight:361.48
28320-31-2
92-67-1
897671-69-1
The general procedure for the synthesis of N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-9H-fluoren-2-amine from 9,9-dimethyl-2-bromofluorene and 4-amino biphenyl was as follows: in a reactor 50.0 g (330 mmol) of 4-amino biphenyl, 43.2 g (276 mmol) of 2-bromo-9,9-dimethyl-9H-fluorene, 1.2 g (5.6 mmol) palladium acetate, 6.4 g (11.02 mmol) phosphine ligand, and 126 g (386 mmol) cesium carbonate were dissolved in 1000 mL of toluene. The reaction mixture was stirred under reflux conditions for 24 hours. After completion of the reaction, it was cooled to room temperature, the reaction mixture was filtered and the filtrate was concentrated under reduced pressure. Purification by column chromatography afforded 57 g of the target product in 91% yield.
108714-73-4
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92-66-0
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897671-69-1
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Yield:897671-69-1 92%
Reaction Conditions:
with [Pd(N,N'-bis(2,6-bis(di-p-tolylmethyl)-4-methylphenyl)-imidazol-2-ylidene)(acetylacetonate)Cl];lithium hexamethyldisilazane in 1,4-dioxane at 110; for 3 h;Inert atmosphere;Sealed tube;Buchwald-Hartwig Coupling;
Steps:
2.3. Buchwald-Hartwig Cross-Coupling of Aryl Halides with Primaryor Secondary Amines: General Procedure
General procedure: A glassvial was charged with [Pd(IPr*me)(acac)Cl],neat amine (1.1 mmol), and the arylhalide (1 mmol) in dry 1,4-dioxane (1 mL) under an atmosphere of argonand sealed with a screw cap fitted with aseptum. LiHMDS (1.1 mmol) was subsequently injected at roomtemperature under argon, the reaction mixture was then refluxed at 110 for 3 h, After this time, dioxane was evaporated, the crude product wasdissolved in CH2Cl2. The solution was filtered on a padof silica covered with Celite, and thepad was eluted with CH2Cl2. After chromatography onsilica gel, the pure complex was obtained.
References:
Tian, Xiabing;Lin, Jing;Zou, Sheng;Lv, Junwei;Huang, Qingfei;Zhu, Jin;Huang, Shuping;Wang, Qiwei [Journal of Organometallic Chemistry,2018,vol. 861,p. 125 - 130] Location in patent:supporting information
28320-31-2
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92-67-1
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897671-69-1
251 suppliers
$6.00/250mg
92-66-0
578 suppliers
$10.00/1g
897671-69-1
251 suppliers
$6.00/250mg
98-80-6
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897671-69-1
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106-40-1
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897671-69-1
251 suppliers
$6.00/250mg