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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1192957Erstellt: 26. Oktober 2026

Potassium Carbonate → 5-(5,5-Dimethyl-4,5-dihydroisoxazol-3-ylsulfanylmethyl)-3-methoxy-isoxazole

https://huagongshe.com/reaction/1192957

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktThioureaHCID 2723790—
Edukt5-(Bromomethyl)-3-methoxy-1,2-oxazoleHCID 10845405—
Edukt3-Methylsulfonyl-5,5-dimethyl-2-isoxazolineHCID 12137656—
LösungsmittelEthanolHCID 702—
Produkt5-(5,5-Dimethyl-4,5-dihydroisoxazol-3-ylsulfanylmethyl)-3-methoxy-isoxazoleHCID 5973959945%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08680290B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-1b84df4719be4e77bd721b89be15f453
Quellennotizuspto-grants-2014_03