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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 488667Erstellt: 25. Oktober 2026

Methyl Acrylate → HCID 22271930, Verbindung

https://huagongshe.com/reaction/488667

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl AcrylateHCID 7294—
Edukt4-Bromo-1-naphthylamineHCID 75303—
EduktTri-o-tolylphosphineHCID 80271—
EduktPotassium AcetateHCID 517044—
Katalysatorpalladium(II) acetateHCID 167845—
KatalysatorTetrabutylammonium chloride hydrateHCID 16212273—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 22271930HCID 2227193058,1%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a mixture of 4-bromo-1-naphthylamine (4.44 g, 20.0 mmol), potassium acetate (6.28 g, 64.0 mmol), tetrabutylammonium chloride hydrate (6.1 g, 22 mmol), palladium(II)acetate (224 mg, 1.0 mmol) and tri-o-tolylphosphine (1.22 g, 4.0 mmol) was added DMF (60 mL) and methyl acrylate (2.3 mL, 25 mmol). The reaction was heated to 100° C. under N2 for 2 hours, poured into water (300 mL) and extracted with diethyl ether (3×50 mL). The combined ether layers were washed with brine (1×50 mL), dried (MgSO4), filtered, and concentrated under reduced pressure. The product was purified on silica gel eluting with 30% ethyl acetate/hexanes to provide the titled compound 2.5 g, 55%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06972340B2
Quelldatensatzuspto-grants-2005_12
ORD IDord-67cb650aaed443c6be9a79aeee2a1e7e
Quellennotizuspto-grants-2005_12