Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 3,3′′-Dimethoxy-1,1′:2′,1′′-terphenyl | HCID 16122220 | — |
| Catalyst | Iron chloride (FeCl3) | HCID 24380 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 16122314 | HCID 16122314 | 70.5% |
Reaction Steps
Into a flask, 2 g of 1,2-bis(3-methoxyphenyl)benzene was put, and allowed to dissolve in 100 ml of dichloromethane under nitrogen atmosphere. In the solution, 3.25 g of iron(III) chloride was added, and the solution was stirred at room temperature for 56.5 hours. Methanol was added to terminate the reaction, and then the solution was washed by water. The organic layer was purified by silica gel column chromatography, and then recrystallized in a toluene/heptane mixed solvent, and thus 1.4 g of 2,7-dimethoxytriphenylene was obtained. Obtained 2,7-dimethoxytriphenylene was converted to 2,7-dihydroxytriphenylene by boron tribromide, and allowed to react with trifluoromethanesulfonyl chloride, and converted to 2,7-bis(trifluoromethanesulfonyloxy)triphenylene. The product was allowed react with bis(pinacolate)diboron, and thus 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)triphenylene was synthesized.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964293B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-aa17804d910c4fd99ed8bd4df47925c8 |
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| Source note | uspto-grants-2011_06 |
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