1,3,5-Tris(3-bromophenyl)benzene synthesis
- Product Name:1,3,5-Tris(3-bromophenyl)benzene
- CAS Number:96761-85-2
- Molecular formula:C24H15Br3
- Molecular Weight:543.09
2142-63-4
96761-85-2
GENERAL METHODS: Trifluoroacetic acid (0.045 mL, 0.6 mmol) and ethylenediamine (0.020 mL, 0.3 mmol) were sequentially added to an anhydrous nitromethane (1.5 mL) solution of 3'-bromoacetophenone (1.5 mmol). The reaction mixture was stirred under reflux conditions and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched with saturated ammonium chloride (NH4Cl) solution followed by extraction with ethyl acetate. The organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. Finally, the crude product was purified by silica gel column chromatography to give 1,3,5-tris(3-bromophenyl)benzene.
2142-63-4
402 suppliers
$5.00/10g
96761-85-2
111 suppliers
$9.00/250mg
Yield: 93%
Reaction Conditions:
with ethylenediamine;trifluoroacetic acid in nitromethane for 36 h;Reflux;
Steps:
2. General Procedure for triple condensation reaction of aryl methyl ketones catalyzed by amine and trifluoroacetic acid.
General procedure: To a solution of aryl methyl ketone (1, 1.5mmol) in dry nitromethane (1.5mL) was added trifluoroacetic acid (0.045 mL, 0.6mmol) and ethylenediamine (0.020 mL, 0.3mmol). The mixture was stirred at reflux and detected by TLC. After completion of the reaction, the reaction mixture was cooled to room temperature, quenched with saturated NH4Cl, extracted with Ethyl acetate. Combined organic layers were washed with brine, dried over Na2SO4, and concentrated. The residue was purified by silica gel column chromatography to give product 2.
References:
Zhang, Shao-Liang;Xue, Zhao-Feng;Gao, Ya-Ru;Mao, Shuai;Wang, Yong-Qiang [Tetrahedron Letters,2012,vol. 53,# 19,p. 2436 - 2439] Location in patent:supporting information; experimental part
766-81-4
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96761-85-2
111 suppliers
$9.00/250mg
767-00-0
576 suppliers
$6.00/25g
96761-85-2
111 suppliers
$9.00/250mg