Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 1-Bromopyrene | HCID 159627 | — |
| Reactant | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86101307 | HCID 86101307 | 79.9% |
Reaction Steps
A mixed solution of 2.0 g of 1-bromopyrene, 1.9 g of 4-t-butylphenylboronic acid, 3.1 g of tripotassium phosphate, 0.46 g of tetrabutylammonium bromide, 70 mg of palladium acetate and 70 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 poured into 350 mL of water, and then the precipitated solid was collected by filtration. The resulting solid was dissolved in dichloromethane, washed with water, dried over magnesium sulfate and then concentrated. The resulting crude product was purified by column chromatography and then vacuum-dried to obtain 1.9 g of 1-(4-t-butylphenyl)pyrene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08610345B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-f371d2a4914848918c7f29e0ecba9426 |
|---|
| Source note | uspto-grants-2013_12 |
|---|