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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1045545Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1045545

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
EduktTrimethylsulfonium iodideHCID 75127—
Edukt4'-Chloro-3'-fluoroacetophenoneHCID 3822077—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(4-Chloro-3-fluorophenyl)-2-methyloxiraneHCID 59455165—

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-(4-chloro-3-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
PatentnummerUS08569287B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-fbac5ee473324eb288e21b74d47125ff
Quellennotizuspto-grants-2013_10