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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62842Erstellt: 23. Oktober 2026

Methyl Acrylate → (E)-3-(4-benzyloxy-3-fluoro-phenyl)-acrylic acid methyl ester

https://huagongshe.com/de/reaction/62842

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl AcrylateHCID 7294—
Edukt1-(Benzyloxy)-4-bromo-2-fluorobenzeneHCID 18757491—
EduktTri-t-butylphosphine fluoroborateHCID 44558591—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt(E)-3-(4-benzyloxy-3-fluoro-phenyl)-acrylic acid methyl esterHCID 9011829622%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

1-Benzyloxy-4-bromo-2-fluoro-benzene (1.62 g, 5.7 mmol) obtained in Step A was added with methyl acrylate (1 mL), 1,4-dioxane (19 mL), Pd2(dba)3(0.1 g, 0.11 mmol), TEA (1.6 mL, 11.4 mmol) and tri-t-butylphosphine tetrafluoroborate (0.16 g, 0.57 mmol), and the mixture was stirred at 100° C. for 6 hours. The reactant was filtered by using celite, and the filtrate was washed with EtOAc and purified by column chromatography to obtain the title compound (0.37 g, 22%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447044B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-2b392dbbc5af4db7ac645857e703b8bf
Quellennotizuspto-grants-2016_09