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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 659107Erstellt: 26. Oktober 2026

Methyl Acrylate → 3-{3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl}-acrylic acid methyl ester

https://huagongshe.com/reaction/659107

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl AcrylateHCID 7294—
EduktTriethylamineHCID 8471—
EduktTri-o-tolylphosphineHCID 80271—
Edukt2-(3-Bromo-phenyl)-1-(5-phenyl-furan-2-yl)-ethanoneHCID 59654728—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-{3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl}-acrylic acid methyl esterHCID 68414671—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Tri(o-toly)phosphine (25 mg, 0.082 mmol) and palladium(II) acetate (9 mg, 0.041 mmol) in acetonitrile (1 mL) was added to a mixture of methyl acrylate (84 mg, 0.98 mmol) and triethylamine (329 mg, 3.26 mmol). Aryl bromide (25) (278 mg, 0.82 mmol) in acetonitrile (3 mL) was then added and the reaction mixture heated in a CEM Discover microwave for 45 minutes at 90° C. The solvent was concentrated in vacuo, and the crude product was purified by Flash Master Jones Chromatography using a 25 g silica cartridge eluting with 5-17% EtOAc in heptane. Yield: 222 mg, 78%; LC-MS tr 1.62 min; HPLC Purity: 100%; MS (ES+) m/z 347 (M+H)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08080567B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-d2632edca8e64415a05b896613de4e3f
Quellennotizuspto-grants-2011_12