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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 353425Erstellt: 24. Oktober 2026

Water → Ethyl 2-(E-2-(4-(N,N-dimethylaminomethyl)phenyl)ethen-1-yl)benzoate

https://huagongshe.com/de/reaction/353425

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
EduktEthyl 2-bromobenzoateHCID 80186—
EduktBenzenemethanamine, ar-ethenyl-N,N-dimethyl-HCID 519956—
KatalysatorTri-o-tolylphosphineHCID 80271—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelDimethylformamideHCID 6228—
ProduktEthyl 2-(E-2-(4-(N,N-dimethylaminomethyl)phenyl)ethen-1-yl)benzoateHCID 1112043963,5%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

18.8 g (82 mmol) of ethyl 2-bromobenzoate, 17.2 g (107 mmol) of 4-(N,N,-dimethylaminomethyl)styrene [sic], 20.7 g (205 mmol) of triethylamine, 0.36 g of palladium(II) acetate and 0.96 g of tri(o-tolyl)phosphine were mixed in 200 ml of dimethylformamide and, after addition of 1 ml of water, stirred at 140° C. for 3 h. The reaction mixture was then concentrated in vacuo, and the resulting residue was partitioned between ethyl acetate and water. The organic phase was separated off, washed with water, dried and concentrated in vacuo. The residue was then recrystallized from petroleum ether. 16.1 g (63%) of the product were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06753327B1
Quelldatensatzuspto-grants-2004_06
ORD IDord-e2ba3e3780ca467db588c06050d34043
Quellennotizuspto-grants-2004_06