Zurück
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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium FluorideHCID 522689—
Edukt2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Edukt2,2,6,6-Tetramethyl-3,6-dihydro-2H-pyran-4-boronic acid pinacol esterHCID 46738000—
Edukt4-((Tert-butyl(dimethyl)silyl)oxy)-2'-fluoro-5'-methoxybiphenyl-2-yl trifluoromethanesulfonateHCID 131736033—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelMethanolHCID 887—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2'-fluoro-5'-methoxy-2-(2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl)biphenyl-4-olHCID 11776009341,6%

Reaktionsbedingungen

Temperatur100 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09382188B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-84ea37d28eca4c0cae1ea3a68209e9fe
Quellennotizuspto-grants-2016_07