Reaktion #73823

Reaktionsgleichung

(4-chloro-phenyl)-(4-iodo-phenyl)-methanone

Sodium hydride

DMSO

Trimethylsulfonium iodide

→

title compound

Ausbeute 97.0%

2-(4-Chloro-phenyl)-2-(4-iodo-phenyl)-oxirane

Ausbeute 97.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with 1:2 water/brine, water and brine (×2)
2. 2
   TrocknenThe organic phase was dried (MgSO4)
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated

Vorschrift

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.

Quelle