Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Pyren-1-ylboronic acid | HCID 5084102 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(4-Bromophenyl)pyrene | HCID 22138039 | 63% |
Reaction Steps
A mixture of 10 g (42.4 mmol) 1,4-dibromobenzene, 10.43 g (42.4 mmol) of Pyren-1-ylboronic acid, 0.5 g (0.424 mmol) of Tetrakis(triphenylphosphine)Palladium, 32 ml of 2M Na2CO3, 80 ml of EtOH and 160 ml toluene was degassed and placed under nitrogen, and then heated at 90° C. for 24 h. After the reaction finish, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product 9.5 g (63%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09260363B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-72377fa5671f41aeba95657ee51f4b33 |
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| Source note | uspto-grants-2016_02 |
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