HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 1-(5-Carboxy-2-pyridinyl)-1-butanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | 6-Cyanopyridine-3-carboxylic acid | HCID 2761108 | — |
| Edukt | HCID 178455851 | HCID 178455851 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(5-Carboxy-2-pyridinyl)-1-butanone | HCID 19864560 | — |
Reaktionsschritte
To a stirred solution of propyl magnesium bromide (67.5 mmol) in 80 ml of ether, 5-carboxy-2-cyano-pyridine (30.7 mmol), dissolved in 100 ml of tetrahydrofuran, is added dropwise. The mixture is refluxed for 20 h. After cooling, 10 ml of water and 5 ml of 5N H2SO4 are added. Extraction of the aqueous phase with ether and evaporation of the solvent yield 3.5 g of crude product. Purification by silica gel column chromatography (n-hexane: ethyl acetate: HCOOH 7:3:0.1) yields the title compound, m.p. 128°-130°.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04904675 |
| Quelldatensatz | uspto-grants-1990_02 |
| ORD ID | ord-3501d9a67bcb410b91e87632accfc0b0 |
| Quellennotiz | uspto-grants-1990_02 |