HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775391Generated: October 25, 2026
Ethanol → 9-Bromo-10-(naphthalen-2-yl)anthracene
https://huagongshe.com/reaction/1775391
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 9,10-Dibromoanthracene | HCID 68226 | — |
| Reactant | (Naphthalen-2-yl)boronic acid | HCID 2734375 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 9-Bromo-10-(naphthalen-2-yl)anthracene | HCID 16116263 | 61% |
Reaction Steps
A mixture of 15 g (44.6 mmol) of 9,10-dibromoanthracene, 7.7 g (44.6 mmol) of naphthalen-2-ylboronic acid, 0.52 g (0.446 mmol) of Tetrakis(triphenylphosphine)Palladium, 33 ml of 2M Na2CO3, 60 ml of EtOH and 150 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 10.4 g (61%) as a yellow 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-4c74d78cba8e4e248586496270730689 |
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| Source note | uspto-grants-2016_02 |
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