ChemicalBook CAS DataBase List 2-Hydroxy-3,6,7,10,11-pentakis(hexyloxy)triphenylene

2-Hydroxy-3,6,7,10,11-pentakis(hexyloxy)triphenylene synthesis

13synthesis methods

Product Name:2-Hydroxy-3,6,7,10,11-pentakis(hexyloxy)triphenylene
CAS Number:156244-98-3
Molecular formula:C48H72O6
Molecular Weight:745.08

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1,1'-Biphenyl, 3,3',4,4'-tetrakis(hexyloxy)-

161691-13-0
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2-Hydroxy-3,6,7,10,11-pentakis(hexyloxy)triphenylene

156244-98-3
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$273.00/200MG

Yield: 82%

Reaction Conditions:

Stage #1:1,2-dihexyloxybenzene;3,3',4,4'-tetrahexyloxybiphenyl with iron(III) chloride in dichloromethane at 0 - 3; for 3 h;Scholl Reaction;
Stage #2: with water in methanol;dichloromethane

Steps:

Synthesis of MHT6 via a one-step cross-couplingbetween tetra- alkoxybiphenyl and dialkoxybenzene
To a vigorously stirred solution of 3,3’,4,4’-tetrahexyloxybiphenyl (0.555 g, 1 mmol) and 1,2-dihexyloxy- benzene (0.557 g, 2 mmol) in CH₂Cl₂(20 ml) at a temperature of 0-3°C (ice-water bath), anhydrous FeCl₃(4.866 g, 30 mmol) was added. The reaction mixture was kept stirring at 0-3°Cfor about 3 hours. CH₃OH (20 ml) and water (200 ml) were then added successively to stop the reaction. The aqueous phase was extracted with CH₂Cl₂(15 ml) for 3-4 times. The organic layer was collected and dried with anhydrous MgSO₄ or Na₂SO₄. Finally, the solvents were removed under reduced pressure and the crude product was purified by column chromatography. Elution of the column with 2-3% ethyl acetate in petroleum ether (60-90°C) afforded a pure product of MHT6 (0.611g,82% yield). ¹H NMR, ¹³CNMR and HRMS spectra were similar to MHT6synthesized above.

References:

Xiao, Weikang;He, Zhiqun;Xu, Min;Wu, Nan;Kong, Xiangfei;Jing, Xiping [Tetrahedron Letters,2015,vol. 56,# 5,p. 700 - 705] Location in patent:supporting information

94259-20-8
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$107.00/10g

156244-98-3
12 suppliers
$273.00/200MG

References

31189-03-4
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94259-20-8
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156244-98-3
12 suppliers
$273.00/200MG

References

31189-03-4
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94259-20-8
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2,3,6,7,10,11-Hexakis[hexyloxy]triphenylene

70351-86-9
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$147.00/200mg

156244-98-3
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$273.00/200MG

References

70351-86-9
24 suppliers
$147.00/200mg

156244-98-3
12 suppliers
$273.00/200MG

References