Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Diisopropylaluminium hydride | HCID 21896610 | — |
| Reactant | HCID 66783297 | HCID 66783297 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86635071 | HCID 86635071 | 72.1% |
Reaction Steps
After 14 ml of THF was added to 678 mg of 2-bromo-3-iodo-6,7-didodecylanthraquinone obtained in the above and the compound was dissolved therein, 2.7 ml (2.7 mmol) of a toluene solution of diisopropylaluminum hydride (manufactured by Kanto Chemical Co., Ltd., 0.99M) was added, followed by 2 hours of stirring at room temperature. After ice cooling, 5 ml of 6N hydrochloric acid was added and then the mixture was heated to 65° C., followed by 4 hours of reaction. Toluene and an aqueous sodium chloride solution were added thereto and phase separation was conducted. Further, after washing with an aqueous sodium chloride solution, the organic phase was concentrated under reduced pressure and dried under vacuum. The obtained residue was again subjected to repeated reduction with diisopropylaluminum hydride and dehydration operation with 6N hydrochloric acid. The crude product was purified by recrystallization from toluene to obtain 469 mg of 2-bromo-3-iodo-6,7-didodecylanthracene as a light yellow solid (yield 72%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138355B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-7867828cd1524579816267cbf79d2223 |
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| Source note | uspto-grants-2012_03 |
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