Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Bromo-2-fluoro-1-iodobenzene | HCID 2724516 | — |
| Reactant | HCID 178444242 | HCID 178444242 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 178444249 | HCID 178444249 | 67.8% |
Reaction Steps
First, 150 ml of ethanol containing 17.84 g of 4-(trans-4-pentylcyclohexyl)phenylboronic acid dissolved therein, 150 ml of benzene containing 15.0 g of 4-bromo-2-fluoro-1-iodobenzene dissolved therein, 49.8 ml of a sodium carbonate aqueous solution with a concentration of 2.0 mol/l, and 1.44 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 500 ml flask, and stirred under reflux for 37 hours. After the reaction, water and ether were added to the reaction solution for extraction. The resultant ether layer was washed with a saturated brine and dried with sodium sulfate. The solvent was then distilled off. The residue was purified by silica gel column chromatography (eluent:hexane) and recrystallized from hexane, to obtain 13.6 g (Y: 67.8%) of 4-bromo-2-fluoro-4′-(trans-4-pentylcyclohexyl)biphenyl. The purity of the resultant compound was 99.5% as measured by GC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06388146B1 |
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| Source dataset | uspto-grants-2002_05 |
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| ORD ID | ord-d9d84a9bfcfb4e82a69dd50494d0e44c |
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| Source note | uspto-grants-2002_05 |
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