Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Benzene, 1-bromo-3-iodo- | HCID 11561 | — |
| Reactant | (4-Phenylnaphthalen-1-yl)boronic acid | HCID 45382260 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 57539839 | HCID 57539839 | 62% |
Reaction Steps
Under the atmosphere of argon, 11.6 g of 1-phenylnaphthalene-4-boronic acid and 14.5 g of 3-bromoiodobenzene were dissolved into 160 ml of toluene and 30 ml of DME, and 1.79 g of tetrakis(triphenylphosphine)palladium was added to the obtained solution. After 90 ml of a 2 M aqueous solution of sodium carbonate was added, the resultant mixture was heated under the refluxing condition for 8 hours. After the obtained mixture was left standing for one night, the mixture was subjected to extraction with toluene. The extract was washed with a saturated aqueous solution of sodium chloride, and the solvent was removed using an evaporator. The residue was purified in accordance with the silica gel column chromatography (the developing solvent: hexane/toluene=5/1), and 10.4 g of 1-(3-bromophenyl)-4-phenylnaphthalene was obtained as white crystals (the yield: 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07985491B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-aab5b4e2e11b40e4b6269ae8f09a2583 |
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| Source note | uspto-grants-2011_07 |
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