HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753701Generated: October 26, 2026
Ethanol → 2,7-bis(5-methoxybiphenyl-2-yl)-9,9-dimethyl-9H-fluorene
https://huagongshe.com/reaction/1753701
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,7-Dibromo-9,9-dimethylfluorene | HCID 12123876 | — |
| Reactant | (4-Methoxy-2-phenylphenyl)boronic acid | HCID 85664000 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,7-bis(5-methoxybiphenyl-2-yl)-9,9-dimethyl-9H-fluorene | HCID 86730001 | 67% |
Reaction Steps
A mixture of 3.52 g (10 mmol) of 2,7-dibromo-9,9-dimethyl-9H-fluorene, 5.5 g (24 mmol) of 5-methoxybiphenyl-2-ylboronic acid, 0.12 g (0.1 mmol) of tetrakis(triphenylphosphine)palladium, 15 ml of 2M Na2CO3, 20 ml of EtOH and 60 ml toluene was degassed and placed under nitrogen, and then heated at 110° C. for 8 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuum. The residue was purified by column chromatography on silica(hexane-dichloromethane) afforded a white solid (3.7 g, 6.7 mmol, 67%); 1H NMR (CDCl3, 400 MHz): chemical shift (ppm) 7.57 (d, J=8.00 Hz, 2H), 7.45 (d, J=9.20 Hz, 2H), 7.21˜7.14 (m, 12H), 7.00˜6.98 (m, 4H), 6.88 (s, 2H), 3.89 (s, 6H), 0.89 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09166177B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-a6fe55e51823493db529d86b94f5fb20 |
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| Source note | uspto-grants-2015_10 |
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