HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Ethyl 5-Chloropyridine-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 2-Bromo-5-chloropyridine | HCID 817098 | — |
| Edukt | N,N-dimethylformamide ethanol | HCID 19794673 | — |
| Edukt | HCID 178418416 | HCID 178418416 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Katalysator | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Produkt | Ethyl 5-Chloropyridine-2-carboxylate | HCID 15414989 | — |
Reaktionsschritte
Palladium acetate (117 mg), 1,1′-bis(diphenylphosphino)ferrocene (577 mg) and triethylamine (1.4 mL) were added to an ethanol-DMF mixed solvent (1/1, 30 mL) of 2-bromo-5-chloropyridine (1.0 g), and stirred overnight in a carbon monoxide atmosphere (1 atmospheric pressure) at 50° C. Ethanol was evaporated off under reduced pressure from the reaction solution, water was added to the resulting residue, and extracted with hexane/ethyl acetate (2/3). The organic layer was dried with anhydrous magnesium sulfate, and the solvent was evaporated off under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 4/1) to obtain the entitled compound (1.4 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07566781B2 |
| Quelldatensatz | uspto-grants-2009_07 |
| ORD ID | ord-3357ba49289043cfb599c5ea7e8e0095 |
| Quellennotiz | uspto-grants-2009_07 |