HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → Ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Edukt | Cyclopropanecarbonyl chloride, 2-phenyl- | HCID 523092 | — |
| Lösungsmittel | 1,2-Dichloroethane | HCID 11 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate | HCID 20034593 | 108,9% |
Reaktionsschritte
A solution of 2-phenyl-1-cyclopropanecarboxylic acid chloride (15 g) in 1,2-dichloroethane (70 ml) is added at 0° C. to a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid, 12 g) and pyridine (13.2 g) in 1,2-dichloroethane (70 ml) and the solution is stirred at room temperature for one hour. A 2N water solution of H2SO4 (20 ml) is then added, the two layers are separated and the organic phase is washed twice with water (50 ml), dryed on Na2SO4 and evaporated in vacuum. The residue is dissolved in EtOH (150 ml), heated to the reflux temperature for two hours and evaporated to dryness to give almost pure ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate (21 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04845113 |
| Quelldatensatz | uspto-grants-1989_07 |
| ORD ID | ord-7865c18e0e4847a6b3d2252f1c412f04 |
| Quellennotiz | uspto-grants-1989_07 |