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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1178192Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1178192

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
PatentnummerUS07276500B2
Quelldatensatzuspto-grants-2007_10
ORD IDord-7cb28733a5ff47dbacee37355451ca60
Quellennotizuspto-grants-2007_10