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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | Benzenemethanamine, ar-ethenyl-N,N-dimethyl- | HCID 519956 | — |
| Edukt | Ethyl chloronicotinate | HCID 2796614 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Ethyl 2-(E-2-(4-(N,N-dimethylaminomethyl)phenyl)ethen-1-yl)nicotinate | HCID 11811059 | 33,9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US06753327B1 |
|---|
| Quelldatensatz | uspto-grants-2004_06 |
|---|
| ORD ID | ord-474cc3efaa0f4b238426448106145851 |
|---|
| Quellennotiz | uspto-grants-2004_06 |
|---|