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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1045549Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → 1,1,1-Trifluoro-2-(4-fluorophenyl)-prop-2-ene oxide

https://huagongshe.com/de/reaction/1045549

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
Edukt2,2,2,4'-TetrafluoroacetophenoneHCID 69564—
EduktTrimethylsulfonium iodideHCID 75127—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1,1,1-Trifluoro-2-(4-fluorophenyl)-prop-2-ene oxideHCID 14516941—

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 2,2,2-trifluoro-1-(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
PatentnummerUS08569287B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-c6302187f784495fbab55eda2b76684b
Quellennotizuspto-grants-2013_10