Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Reactant | HCID 58050554 | HCID 58050554 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86101382 | HCID 86101382 | 66% |
Reaction Steps
A mixed solution of 4.0 g of 1-bromo-6-(4-chlorophenyl)pyrene, 2.0 g of 4-t-butylphenylboronic acid, 4.8 g of tripotassium phosphate, 0.72 g of tetrabutylammonium bromide, 52 mg of palladium acetate and 100 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 3 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 dissolved at 140° C. by adding 100 ml of xylene. The solution was cooled to 100° C. and then filtered through Celite. The filtrate was evaporated, and then the resulting solid was washed with 50 ml of methanol and vacuum-dried to obtain 3.0 g of 1-(4-t-butylphenyl)-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-a53323af69c74197940d4bad24eccaa4 |
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| Source note | uspto-grants-2013_12 |
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