HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Potassium Carbonate → 5-(5,5-Dimethyl-4,5-dihydroisoxazol-3-ylsulfanylmethyl)-3-methoxy-isoxazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Thiourea | HCID 2723790 | — |
| Edukt | 5-(Bromomethyl)-3-methoxy-1,2-oxazole | HCID 10845405 | — |
| Edukt | 3-Methylsulfonyl-5,5-dimethyl-2-isoxazoline | HCID 12137656 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | 5-(5,5-Dimethyl-4,5-dihydroisoxazol-3-ylsulfanylmethyl)-3-methoxy-isoxazole | HCID 59739599 | 45% |
Reaktionsschritte
5-Bromomethyl-3-methoxy-isoxazole (1.22 g, 6.35 mmol) was dissolved in ethanol (30 ml) and thiourea (484 mg, 6.4 mmol) was added. The mixture was stirred at room temperature until the solids were dissolved. 3-Methanesulfonyl-5,5-dimethyl-4,5-dihydroisoxazole (1.08 g, 6.4 mmol) and potassium carbonate (880 mg, 6.4 mmol) were added and the mixture was heated under reflux for 1 hour. The solids were removed by filtration and the filtrate was concentrated. The crude product was purified by chromatography on silica gel (eluent: ethyl acetate/hexane) to give the product as colourless oil (0.69 g, 45% yield over 3 steps).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08680290B2 |
| Quelldatensatz | uspto-grants-2014_03 |
| ORD ID | ord-1b84df4719be4e77bd721b89be15f453 |
| Quellennotiz | uspto-grants-2014_03 |