Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | 1-Bromo-7-(tert-butyl)pyrene | HCID 49765730 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86101302 | HCID 86101302 | 63.1% |
Reaction Steps
A mixed solution of 2.3 g of 1-bromo-7-t-butylpyrene, 1.2 g of 4-methylphenylboronic acid, 3.8 g of tripotassium phosphate, 0.58 g of tetrabutylammonium bromide, 12 mg of palladium acetate and 30 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 2 hours. The solution was cooled to room temperature and 30 ml of water was poured into the solution, followed by extraction with 50 ml of dichloromethane. The organic layer was washed twice with 20 ml of water, dried over magnesium sulfate and then evaporated. The concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 1.5 g of 7-t-butyl-1-(4-methylphenyl)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-7fc2bce2cb544155935798e95aa055a3 |
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| Source note | uspto-grants-2013_12 |
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