HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Ethyl 3-(4-fluorophenyl)-1,2-oxazole-4-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Ethyl 3-(N,N-dimethylamino)acrylate | HCID 121015 | — |
| Edukt | 4-Fluoro-N-hydroxybenzimidoyl chloride | HCID 5706360 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | Ethyl 3-(4-fluorophenyl)-1,2-oxazole-4-carboxylate | HCID 743179 | 88,6% |
Reaktionsschritte
To a solution of (E)- and/or (Z)—N-hydroxy-4-fluoro-benzenecarboximidoyl chloride (50 g, 241 mmol) in diethylether (1 L) was added a solution of ethyl 3-(N,N-dimethylamino)acrylate (87 mL, 601 mmol) and triethylamine (49 mL, 349 mmol) in diethylether (1 L). The resulting mixture was then stirred for 14 h at room temperature and evaporated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 4:1) afforded the title product (50.2 g, 88%) which was obtained as a light yellow solid. MS: m/e=236.1 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08846719B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-103f0cfa3932480c81511529aaa98b2d |
| Quellennotiz | uspto-grants-2014_09 |