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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 45545Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/45545

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%

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 min, followed after a further 30 min by (4-chloro-phenyl)-(4-iodo-phenyl)-methanone. 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
PatentnummerUS08541461B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-9fb6f5778b0846c0a20c64ea1f2da994
Quellennotizuspto-grants-2013_09