Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Biphenyl-2-boronic acid | HCID 4589187 | — |
| Reactant | HCID 58050554 | HCID 58050554 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86101369 | HCID 86101369 | 61.9% |
Reaction Steps
Next, a mixed solution of 4.9 g of 1-bromo-6-(4-chlorophenyl)pyrene, 3.7 g of 2-biphenylboronic acid, 8.0 g of tripotassium phosphate, 1.2 g of tetrabutylammonium bromide, 84 mg of palladium acetate and 125 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 6 hours. The solution was cooled to room temperature and 100 ml of water was poured into the solution, followed by filtration. The resulting solid was washed with 50 ml of methanol, dissolved in 100 ml of dichloromethane, dried over magnesium sulfate, filtered and then evaporated. The concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 3.6 g of 1-(biphenyl-2-yl)-6-(4-chlorophenyl)pyrene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08610345B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-72c7e771625048b7bed44b2653fdc7bb |
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| Source note | uspto-grants-2013_12 |
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