ChemicalBook CAS DataBase List N-[1,1'-biphenyl]-4-yl-N-(4-broMophenyl)-9,9-diMethyl-9H-Fluoren-2-aMine

N-[1,1'-biphenyl]-4-yl-N-(4-broMophenyl)-9,9-diMethyl-9H-Fluoren-2-aMine synthesis

7synthesis methods

Product Name:N-[1,1'-biphenyl]-4-yl-N-(4-broMophenyl)-9,9-diMethyl-9H-Fluoren-2-aMine
CAS Number:1246562-40-2
Molecular formula:C33H26BrN
Molecular Weight:516.47

897671-69-1 Synthesis

N-(4-biphenyl)-(9,9-dimethylfluoren-2--yl)Amine

897671-69-1
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$6.00/250mg

589-87-7 Synthesis

589-87-7
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$10.00/1g

N-[1,1'-biphenyl]-4-yl-N-(4-broMophenyl)-9,9-diMethyl-9H-Fluoren-2-aMine

1246562-40-2
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$15.00/1g

Yield:1246562-40-2 91.8%

Reaction Conditions:

with copper(l) iodide;1,10-Phenanthroline;potassium hydroxide in o-xylene;water at 150; for 8 h;Inert atmosphere;Ullmann Condensation;

Steps:

4.2.1 Synthesis of N-([1,1'-biphenyl]-4-yl)-N-(4-bromophenyl)-9,9-dimethyl-9H-fluoren-2-amine (1)

A mixture of N-([1,1'-biphenyl]-4-yl)-9,9-dimethyl-9H-fluoren-2-mine (1.00 g, 2.77 mmol), 1-bromo-4-iodobenzene (1.00 g, 3,53 mmol), potassium hydroxide (0.30 g, 5.38 mmol), coprous iodide (5.70mg, 0.03 mmol) and 1,10-Phenanthroline monohydrate (5.40 mg, 0.03 mmol) in ortho-xylene (30 mL) was stirred at 150 °C for 8 h under nitrogen atmosphere. After cooling to room temperature, the solution was evaporated in vacuum. The cold water was added to the mixture and finally extracted with DCM. The combined organic phase was collected, filtered and dried over MgSO₄. The crude product was purified by SiO₂ column chromatography using petroleum ether/dichloromethane (4:1, v/v) afforded 1 (1.31 g, 91.8 %). ¹H NMR (400 MHz, CDCl₃) δ 7.58 (d, J=7.5 Hz, 1H), 7.52 (t, J=7.5 Hz, 3H), 7.43 (d, J=8.7 Hz, 2H), 7.35 (dd, J=15.4, 7.4 Hz, 3H), 7.29 (d, J=8.9 Hz, 2H), 7.23 (m, 3H), 7.14 (d, J=2.0 Hz, 1H), 7.10 (d, J=8.6 Hz, 2H), 6.98 (m, 3H), 1.36 (s, 6H).

References:

Wu, Panpan;Tian, Guojian;Hu, Mingming;Lian, Hong;Dong, Qingchen;Liang, Wenting;Huang, Jinhai;Su, Jianhua [Tetrahedron,2017,vol. 73,# 31,p. 4610 - 4615]

897671-69-1 Synthesis

897671-69-1
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$6.00/250mg

106-37-6 Synthesis