HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 3-{2-[N-(propoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinan-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Propyl chloroformate | HCID 7998 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 3-[2-(Trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-one | HCID 50943475 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 3-{2-[N-(propoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinan-2-one | HCID 67458997 | 68,2% |
Reaktionsschritte
3-[2-(Trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-one (0.13 g, 0.38 mmol) and sodium hydrogen carbonate (0.06 g, 0.71 mmol) was suspended in acetonitrile (15 ml), added with propyl chloroformate (0.09 g, 0.77 mmol) and heated to reflux for six hours. After cooling to room temperature, the reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4) to obtain 3-{2-[N-(propoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinan-2-one (0.11 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08048825B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-6b8d7d689bc74860aaa9e3e40448eaac |
| Quellennotiz | uspto-grants-2011_11 |