Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1481387Erstellt: 25. Oktober 2026

Dimethyl Sulfoxide → 2-(3-Fluoro-4-methoxyphenyl)oxirane

https://huagongshe.com/reaction/1481387

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
Edukt3-Fluoro-p-anisaldehydeHCID 67696—
EduktTrimethylsulfonium iodideHCID 75127—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(3-Fluoro-4-methoxyphenyl)oxiraneHCID 24699079—

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 3-fluoro-4-methoxybenzaldehyde (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-482f42aa47754baa8c41a09a0250efb1
Quellennotizuspto-grants-2016_08