Reacción #1857542

Ecuación de reacción

NH4Cl

sodium hydride

1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone

trimethylsulfonium iodide

→

desired compound

2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-methyloxirane

Disolventes

THF

DMSO

DMSO

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added carefully
2. 2
   ExtracciónThe mixture was extracted with MTBE (3×)
3. 3
   Lavadothe combined organic phases were washed with water
4. 4
   Otrodried
5. 5
   Otroevaporated

Procedimiento

DMSO (150 mL) was added dropwise to a mixture of sodium hydride (22 g) in THF (600 mL). After completion of the addition a solution of trimethylsulfonium iodide (171 g) in DMSO (300 mL) was added slowly at 5° C. whereupon a solution of 1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone (107 g) in DMSO (300 mL) was added carefully. The mixture was stirred for 1 h at room temperature and dil. NH4Cl solution was added. The mixture was extracted with MTBE (3×) and the combined organic phases were washed with water, dried and evaporated to obtain the desired compound that was used without further purification.

Fuente