Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen iodide | HCID 24841 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 15508787 | HCID 15508787 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diisopropyl Ether | HCID 7914 | — |
| Product | HCID 15508788 | HCID 15508788 | 51% |
Reaction Steps
In 150 ml of isopropyl ether and 75 ml of dichloromethane, 1.5 g (2.3 mmole) of 8,15-bis(p-biphenylyl)-8,15-dihydro-8,15-dihydroxybenzo[a]-pentacene was suspended. To the obtained suspension, 40 ml of a 57% aqueous solution of hydrogen iodide was added under the refluxing condition and the obtained mixture was stirred for 5 minutes. After the reaction was completed, the reaction solution was added to 500 ml of a saturated aqueous solution of sodium hydrogencarbonate and the obtained mixture was stirred for 10 minutes. The formed precipitates were separated by filtration and washed once with ion-exchanged water, once with a saturated aqueous solution of sodium disulfite and then three times with ion-exchanged water. The washed precipitates were dried under heating at a reduced pressure and 0.84 g (the yield: 51%) of a light purple solid of 8,15-bis(p-biphenylyl)benzo[a]pentacene was obtained. The obtained product was purified by sublimation at 320° C. under 4.0×10−6 Torr for 2 hours and 450 mg of a deep purple amorphous solid was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06489046B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-aa907a7fc89748ba9a82338fba49a31d |
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| Source note | uspto-grants-2002_12 |
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