HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 467744Erstellt: 23. Oktober 2026
Ethyl Acetate → 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester
https://huagongshe.com/de/reaction/467744
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Ethyl trans-3-dimethylaminoacrylate | HCID 5369162 | — |
| Edukt | N-cyclopropyl-2-chloro-2-hydroxyimino-acetamide | HCID 85344446 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester | HCID 70097900 | — |
Reaktionsschritte
A mixture of N-cyclopropyl-2-chloro-2-hydroxyimino-acetamide (2 g, 12.3 mmol) and (E)-3-(dimethylamino)-acrylic acid ethyl ester (1.76 ml, 12.3 mmol) in THF (25 ml) was heated at 75° C. for 2 h. The reaction was then cooled to r.t., poured into 100 mL ethyl acetate and extracted with 1 M HCl. The aqueous layers were back-extracted with ethyl acetate. The organic phase was washed with water and brine, dried and evaporated. The product was obtained after purification by silica gel chromatography using a heptane/ethyl acetate gradient as light yellow solid (1.6 g, 58%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08623866B2 |
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| Quelldatensatz | uspto-grants-2014_01 |
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| ORD ID | ord-495a9bd1d11a4de7a97999cd4bc09afd |
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| Quellennotiz | uspto-grants-2014_01 |
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