HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl acetoacetate → Dimethyl 2,6-dimethyl-4-(2-ethenylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl acetoacetate | HCID 7757 | — |
| Edukt | Hexane | HCID 8058 | — |
| Edukt | Benzaldehyde, 2-ethenyl- | HCID 39391 | — |
| Edukt | Methyl 3-aminocrotonate | HCID 643918 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | Dimethyl 2,6-dimethyl-4-(2-ethenylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate | HCID 13449179 | — |
Reaktionsschritte
To the Compound 2a (106 mmol) in anhydrous methanol (100 ml) was added methyl 3-aminocrotonate (106 mmol) and methyl acetoacetate (106 mmol) and the resulting solution heated at reflux under nitrogen for 4 days. The solvent was removed in vacuo to give a viscous yellow oil which was diluted in diethyl ether (75 ml) and then hexane (50 ml). After stirring overnight, a yellow solid was collected by filtration and purified by flash chromatography on silica gel eluted with hexane:diethyl ether (1:2) to give Compound 2b as a yellow solid (Rf =0.4, m.p. 140°-148°).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04587253 |
| Quelldatensatz | uspto-grants-1986_05 |
| ORD ID | ord-1847d5783e33460a9a45827d38f414b7 |
| Quellennotiz | uspto-grants-1986_05 |