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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 914455Erstellt: 26. Oktober 2026

Water → Ethyl 6-phenylnicotinate

https://huagongshe.com/reaction/914455

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium CarbonateHCID 10340—
EduktPhenyl dihydrogen orthoborateHCID 78412—
EduktEthyl 6-chloronicotinateHCID 2799611—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktEthyl 6-phenylnicotinateHCID 1109633286,8%

Reaktionsschritte

Under nitrogen atmosphere, 6-chloronicotinic acid ethyl ester (24.0 g) and phenylboric acid (23.6 g) were dissolved in dioxane (200 mL) and aqueous sodium carbonate solution (2M, 100 mL), tetrakis(triphenylphosphine)palladium (7.0 g) was added, and the mixture was refluxed for 8 hr. The reaction mixture was cooled, water was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=7:1 to 5:1) to give the title compound (25.5 g) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08026370B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-ad7507a1bf0f4abaa0616efbe73537fc
Quellennotizuspto-grants-2011_09