HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Styrene → 2-Isoxazoline-3-carboxylic acid, 5-phenyl-, ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Styrene | HCID 7501 | — |
| Edukt | Dabco | HCID 9237 | — |
| Edukt | Ethyl nitroacetate | HCID 69379 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 2-Isoxazoline-3-carboxylic acid, 5-phenyl-, ethyl ester | HCID 538822 | 25% |
Reaktionsbedingungen
| Temperatur | 80 °C |
|---|
Reaktionsschritte
A mixture of ethyl 2-nitroacetate (0.96 mL; 8.70 mmol), styrene (0.5 mL; 4.35 mmol) and 1,4-diazabicyclo[2.2.2]octane (DABCO) (0.050 mg, 0.438 mmol) in ethanol (2 mL) was stirred at 80° C. for 60 hrs. The reaction mixture was concentrated under reduced pressure and purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford ethyl 5-phenyl-4,5-dihydroisoxazole-3-carboxylate 0.234 g (25%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08618138B2 |
| Quelldatensatz | uspto-grants-2013_12 |
| ORD ID | ord-2c3e3405b30f4095ae292036b9cf1ecd |
| Quellennotiz | uspto-grants-2013_12 |