Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Anthraquinone | HCID 6780 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 22138044 | HCID 22138044 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22138024 | HCID 22138024 | 88% |
Reaction Steps
Under an atmosphere of argon, 1-(2-bromophenyl)pyrene (6.6 g, 18 mmole, 2.8 eq) was dissolved into a mixed solvent composed of anhydrous toluene (25 ml) and anhydrous THF (25 ml) and the resultant solution was cooled at −40° C. in a dry ice/methanol bath. To the cooled solution, a hexane solution of n-butyllithium (1.50 mole/liter, 14 ml, 21 mmole, 1.1 eq) was added and the obtained solution was stirred at −20° C. for 1 hour. To the obtained mixture, anthraquinone (1.4 g, 6.7 mmole) was added and the resultant mixture was stirred at −20° C. for 1 hour and at the room temperature for 3 hours and left standing for one night. To the obtained reaction mixture, a saturated aqueous solution of ammonium chloride (20 ml) was added. The formed solid was separated by filtration and washed with water, methanol and acetone and a white solid (4.5 g, 88%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07053255B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-bf1b30ec4ba64f0b9f596b2772a94eb4 |
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| Source note | uspto-grants-2006_05 |
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