Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 6-Bromo-2-naphthalenol | HCID 27144 | — |
| Reactant | Fluoranthen-3-ylboronic acid | HCID 23088535 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 67607343 | HCID 67607343 | 89% |
Reaction Steps
A flask was charged with 2.7 g of fluoranthene-3-boronic acid, 2.0 g of 6-bromo-2-naphthol, 0.31 g of tetrakis(triphenylphosphine)palladium(0), 27 mL of 1,2-dimethoxyethane, and 13.5 mL of a 2 M sodium carbonate aqueous solution in an argon atmosphere. The mixture was heat refluxed with stirring for 4 hours. After cooling the reaction solution to room temperature, 2 M hydrochloric acid was added to the reaction solution so that the reaction solution had a pH in the acidic region. The reaction solution was then extracted with dichloromethane. After removing the aqueous phase, the organic phase was washed with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After filtering the organic phase, the solvent was evaporated under reduced pressure. The residue was dispersed and washed in dichloromethane to obtain 2.75 g of the target 6-(fluoranthen-3-yl)-2-naphthol (yield: 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08803420B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-e0c1d5172c434b1f99a7e1baf092275e |
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| Source note | uspto-grants-2014_08 |
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