Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 4-Chloroanisole | HCID 12167 | — |
| Edukt | Phenylboronic Acid | HCID 66827 | — |
| Edukt | Potassium Fluoride | HCID 522689 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Katalysator | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-Methoxybiphenyl | HCID 11943 | 96% |
Reaktionsschritte
An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), phenylboronic acid (183 mg, 1.5 mmol), and potassium fluoride (174 mg, 3.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) and 4-chloroanisole (0.123 mL, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at room temperature until the starting aryl chloride had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL), filtered through celite, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 176 mg (96%) of the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07560582B2 |
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| Quelldatensatz | uspto-grants-2009_07 |
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| ORD ID | ord-91add83291a24708ac9bef36a53b679f |
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| Quellennotiz | uspto-grants-2009_07 |
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