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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 510879Erstellt: 25. Oktober 2026

Water → Methyl 3'-acetyl-5'-chloro-3-fluoro-2'-methoxy-6'-methylbiphenyl-4-carboxylate

https://huagongshe.com/reaction/510879

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-Fluoro-4-(methoxycarbonyl)benzeneboronic acidHCID 2782818—
Edukt1-(3-Bromo-5-chloro-2-methoxy-4-methylphenyl)ethanoneHCID 86666759—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelSodium CarbonateHCID 10340—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktMethyl 3'-acetyl-5'-chloro-3-fluoro-2'-methoxy-6'-methylbiphenyl-4-carboxylateHCID 86666801—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 1-(3-bromo-5-chloro-2-methoxy-4-methylphenyl)ethanone (1.0 g, 3.6 mmol) and [3-fluoro-4-(methoxycarbonyl)phenyl]boronic acid (0.85 g, 4.3 mmol) in 1,4-dioxane (12 mL) and 10% sodium carbonate in water (5.73 mL, 5.40 mmol) was bubbled with N2 to degas. After tetrakis(triphenylphosphine)palladium(0) (166 mg, 0.144 mmol) was added, the mixture was bubbled with N2 for 5 min. more and heated at 100° C. overnight. The mixture was cooled to room temperature and diluted with ethyl acetate. The layers were separated and the aq. layer was extracted with more ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4, filtered, and concentrated to give crude product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09096600B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-b74237beef2345269d14478eb90f3d6b
Quellennotizuspto-grants-2015_08