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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 455324Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → 2-(4-Chlorophenyl)-2-(4-iodophenyl)oxirane

https://huagongshe.com/de/reaction/455324

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium hydrideHCID 24758—
EduktTrimethylsulfonium iodideHCID 75127—
Edukt(4-Chlorophenyl)(4-iodophenyl)methanoneHCID 15184934—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(4-Chlorophenyl)-2-(4-iodophenyl)oxiraneHCID 5931721797,7%

Reaktionsschritte

Sodium hydride (60% dispersion in oil, 128 mg, 3.2 mmol) was placed under N2 then DMSO (5 mL) was added. Trimethylsulfonium iodide (0.66 g, 3.2 mmol) was added as a solid after 15 minutes, followed after a further 30 minutes by (4-chloro-phenyl)-(4-iodo-phenyl)-methanone (1 g, 2.9 mmol). The mixture was stirred at room temperature for 24 hours then diluted with ethyl acetate and washed with 1:2 water/brine, water and brine (×2). The organic phase was dried (MgSO4), filtered and concentrated to give the title compound (1.01 g, 97%), which was used without further purification. LCMS (PS-A2) Rt 4.07 min [M−H]− 355.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08497294B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-f6e01f3c25514135b71f326b12f22723
Quellennotizuspto-grants-2013_07