Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Pyrene, 1,6-Dibromo- | HCID 176470 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86643022 | HCID 86643022 | 83% |
Reaction Steps
A mixed solution of 2 g of 1,6-dibromopyrene, 2.3 g of 4-fluorophenylboronic acid, 7.0 g of tripotassium phosphate, 1.1 g of tetrabutylammonium bromide, 74 mg of palladium acetate and 50 ml of dimethylformamide was heated with stirring under a nitrogen gas flow at 130° C. for 6 hours. After cooling the solution to room temperature, 50 ml of water was injected, followed by extraction with 100 ml of dichloromethane. The organic layer was washed twice with 50 ml of water, dried over magnesium sulfate and then evaporated. The resultant solid was washed with 30 ml of methanol and then vacuum-dried to obtain 1.8 g of 1,6-bis(4-fluorophenyl)pyrene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729530B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-cf100b9d76ae48c59e50bf89f51e44ea |
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| Source note | uspto-grants-2014_05 |
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