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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1757353Erstellt: 26. Oktober 2026

Ethanol → 5-Bromo-3-fluoro-2-(4-octyloxyphenyl)pyridine

https://huagongshe.com/reaction/1757353

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktSodium CarbonateHCID 10340—
Edukt4-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)HCID 3977284—
Edukt2,5-Dibromo-3-fluoropyridineHCID 22412832—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt5-Bromo-3-fluoro-2-(4-octyloxyphenyl)pyridineHCID 1938754670%

Reaktionsschritte

12.74 g (50.00 mmol) of 2,5-dibromo-3-fluoropyridine, 12.51 g (50.00 mmol) of 4-octyloxybenzeneboronic acid, 0.58 g (0.50 mmol) of tetrakis(triphenylphosphine)palladium(0) and 10.60 g (100 mmol) of sodium carbonate are heated at 80° C. for 3 hours in 375 ml of toluene, 250 ml of ethanol and 125 ml of water. The mixture is subsequently partitioned between aqueous sodium chloride solution and ether, and the organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate, evaporated and purified by chromatography (silica gel/hexane : ethyl acetate =9:1), giving 13.31 g of 5-bromo-3-fluoro-2-(4-octyloxyphenyl)pyridine. ##STR15##

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05445763
Quelldatensatzuspto-grants-1995_08
ORD IDord-fbb22c8b5b6d4cdb8d6e696932880612
Quellennotizuspto-grants-1995_08