Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Pyrene, 1,6-Dibromo- | HCID 176470 | — |
| Reactant | 4-Methyl-1-naphthaleneboronic acid | HCID 2773511 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86101313 | HCID 86101313 | 126.8% |
Reaction Steps
A mixed solution of 2 g of 1,6-dibromopyrene, 2 g of 4-methyl-1-naphthaleneboronic acid, 2.9 g of tripotassium phosphate, 0.59 g of tetrabutylammonium bromide, 40 mg of palladium acetate and 100 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 9 hours. The solution was cooled to room temperature and 500 ml of water was poured into the solution, followed by extraction with 200 ml of dichloromethane. The organic layer was washed twice with 100 ml of water, dried over magnesium sulfate and then concentrated by evaporation. The resulting concentrate was recrystallized from toluene and then vacuum-dried at 70° C. to obtain 1.7 g of 1,6-di(4-methylnaphthalen-1-yl)pyrene as an opaque white powder.
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-633e0b737d0b4e66bfaaca14e2edbe8c |
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| Source note | uspto-grants-2013_12 |
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