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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 353426Erstellt: 24. Oktober 2026

Triethylamine → Ethyl 2-(E-2-(4-(N,N-dimethylaminomethyl)phenyl)ethen-1-yl)nicotinate

https://huagongshe.com/de/reaction/353426

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktTri-o-tolylphosphineHCID 80271—
EduktBenzenemethanamine, ar-ethenyl-N,N-dimethyl-HCID 519956—
EduktEthyl chloronicotinateHCID 2796614—
Katalysatorpalladium(II) acetateHCID 167845—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
ProduktEthyl 2-(E-2-(4-(N,N-dimethylaminomethyl)phenyl)ethen-1-yl)nicotinateHCID 1181105933,9%

Reaktionsbedingungen

Temperatur140 °C

Reaktionsschritte

6.7 g (39 mmol) of ethyl 2-chloronicotinate, 8.2 g (51 mmol) of 4-(N,N-dimethylaminomethyl)styrene, 9.9 g (98 mmol) of triethylamine, 0.36 g of palladium(II) acetate and 0.96 [lacuna] of tri(o-tolyl)phosphine were mixed in 150 ml of dimethylformamide and, after addition of 1 ml of water, stirred at 140° C. for 13 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 crystallized as oxalate from isopropanol after addition of an equivalent amount of oxalic acid. 4.1 g (27%) of the product were obtained as monooxalate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06753327B1
Quelldatensatzuspto-grants-2004_06
ORD IDord-474cc3efaa0f4b238426448106145851
Quellennotizuspto-grants-2004_06