HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl Malonate → HCID 70983315, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl Malonate | HCID 7761 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | 8-Bromo-2-methylquinoline | HCID 4715030 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | HCID 70983315 | HCID 70983315 | 82,54% |
Reaktionsschritte
A solution of 8-bromo-2-methylquinoline (2.00 g, 9.01 mmol), Pd(PtBu3)2 (0.23 g, 0.45 mmol), Cs2CO3 (11.74 g, 36.02 mmol) and diethyl malonate (2.73 mL, 18.01 mmol) in dioxane (25 mL) was heated at 118° C. in a sealed tube for 1 hour. After cooling to ambient temperature, ethyl acetate (30 mL) and water (15 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (7:1 hexane/ethyl acetate) to give diethyl 2-(2-methylquinolin-8-yl)malonate (2.24 g, 82.54%) as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08889704B2 |
| Quelldatensatz | uspto-grants-2014_11 |
| ORD ID | ord-860037163f144b3dbd39da5485ccfc21 |
| Quellennotiz | uspto-grants-2014_11 |