HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1049590Erstellt: 27. Oktober 2026
Potassium Fluoride → 2'-fluoro-5'-methoxy-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)biphenyl-4-ol
https://huagongshe.com/reaction/1049590
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Fluoride | HCID 522689 | — |
| Edukt | 2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl | HCID 11155794 | — |
| Edukt | 2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 46738000 | — |
| Edukt | 4-((Tert-butyl(dimethyl)silyl)oxy)-2'-fluoro-5'-methoxybiphenyl-2-yl trifluoromethanesulfonate | HCID 131736033 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2'-fluoro-5'-methoxy-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)biphenyl-4-ol | HCID 117760093 | 41,6% |
Reaktionsschritte
To a mixture of 4-((tert-butyl(dimethyl)silyl)oxy)-2′-fluoro-5′-methoxybiphenyl-2-yl trifluoromethanesulfonate (405 mg), 2,2,6,6-tetramethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (452 mg), palladium acetate (20 mg), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (83 mg), methanol (3 mL) and toluene (3 mL) was added potassium fluoride (151 mg) and, under microwave irradiation, the mixture was stirred at 100° C. for 20 min. The reaction mixture was diluted with ethyl acetate. The diluted solution was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (125 mg) as white crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09382188B2 |
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| Quelldatensatz | uspto-grants-2016_07 |
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| ORD ID | ord-84ea37d28eca4c0cae1ea3a68209e9fe |
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| Quellennotiz | uspto-grants-2016_07 |
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