HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785600Generated: October 30, 2026
Sodium Carbonate → 5-(4-Bromophenyl)acenaphthene
https://huagongshe.com/reaction/1785600
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | Acenaphthene-5-boronic acid | HCID 3573835 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(4-Bromophenyl)acenaphthene | HCID 57595935 | 100% |
Reaction Steps
Five point nine gram of the 5-acenaphthene boronic acid obtained and 10.2 gram of 4-bromo iodobenzene were dissolved into 100 milliliter of toluene. Further adding tetrakistriphenylphosphinepalladium in an amount of 1.7 g and 2M-sodium carbonate aqueous solution in an amount of 45 milliliter, an atmospheric air was replaced with argon gas. The resultant solution was refluxed under heating for 6 hours, cooled by leaving it standing and the organic layer was extracted with the use of toluene. Washing with the use of a saturated sodium chloride solution, the organic layer was dried with anhydrous sodium sulfate, and the organic solvent was distillated by means of an evaporator. After refining the residues by means of silicagel column chromatography (spreading solvent: hexane), 9.2 g of the aimed intermediate product 5-(4-bromophenyl) acenaphthene as a pale yellow solid was obtained (yield: 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07504526B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-a1164ab4d036488f946a39cdbfdcd8e0 |
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| Source note | uspto-grants-2009_03 |
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