HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1813915Erstellt: 25. Oktober 2026
Dimethyl Sulfoxide → 4-(1-Ethyl-propoxy)-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline
https://huagongshe.com/reaction/1813915
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethyl Sulfoxide | HCID 679 | — |
| Edukt | 3-Pentanol | HCID 11428 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Methyl-4-chloro-8-(2,4,6-trimethylphenyl)-quinoline | HCID 22504352 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(1-Ethyl-propoxy)-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline | HCID 9841221 | — |
Reaktionsschritte
To a solution of 3-pentanol (5.8 ml, 52.7 mmol) in dry THF (5 ml) was added sodium hydride (NaH) portionwise over a period of 10 min. A solution of 4-chloro-2-methyl-8-(2,4,6-trimethyl-phenyl)-quinoline (4.0006 g, 13.52 mmol) in dry THF (10 ml) was added. After stirring at room temperature as for 10 min, 15 ml of dry DMSO was added. The resulting mixture was heated in a 12° C. oil bath for 1.5 hours. The mixture was quenched with water and extracted with EtOAc. The organic layer was separated, dried, filtered, and concentrated to give the title compound as 5.002 g of a yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US06875769B2 |
|---|
| Quelldatensatz | uspto-grants-2005_04 |
|---|
| ORD ID | ord-cd1a60c919e14cc2af1b0e49b4aed068 |
|---|
| Quellennotiz | uspto-grants-2005_04 |
|---|