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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1481385Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → 2-(3-Chloro-4-fluorophenyl)-2-methyloxirane

https://huagongshe.com/reaction/1481385

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
EduktTrimethylsulfonium iodideHCID 75127—
Edukt3'-Chloro-4'-fluoroacetophenoneHCID 520422—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(3-Chloro-4-fluorophenyl)-2-methyloxiraneHCID 59455250—

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

The title compound was prepared by following general procedure 3. DMSO was added to NaH (1 equiv.) and heated to 65° C. for 1 h. THF was added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture was cooled to 0° C. Trimethylsulfonium iodide (1 equiv.) was added and stirred for 10 min. after which the solution of 1-(3-chloro-4-fluorophenyl)ethanone (1 equiv.) in THF was added dropwise. After complete addition, the reaction mixture was stirred at RT for 2 h. The product was detected by LCMS and the reaction mixture was poured into ice water, extracted in diethyl ether (4×50 mL), dried over Na2SO4 and concentrated at 25° C. to obtain the product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09409910B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-8de15dd44e8e4d1180163c36cb961ce0
Quellennotizuspto-grants-2016_08