反应 #792139

反应方程式

sodium hydride

trimethylsulfonium iodide

1-[2-chloro-4-(4-chlorophenoxy)phenyl]propan-1-one

→

2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-ethyl-oxirane

收率 107.5%

溶剂

THF

DMSO

DMSO

DMSO

反应条件

后处理

1. 1
   温度The resulting mixture was then warmed to room temperature overnight
2. 2
   其他quenched with an aqueous solution of ammonium chloride and iced water
3. 3
   萃取extracted with MTBE
4. 4
   洗涤The organic solvents were washed with water
5. 5
   其他dried
6. 6
   其他evaporated

实验过程

To a solution of sodium hydride (35.72 g, 1.49 mol) in THF (1 L) and dry DMSO (2 L) was added under argon drop wise at 5° C. a solution of trimethylsulfonium iodide (290.5 g, 1.42 mol) in dry DMSO (2 L). The mixture was stirred 1 hour at 5° C. followed by a dropwise addition of 1-[2-chloro-4-(4-chlorophenoxy)phenyl]propan-1-one (199.0 g, 0.65 mol) in DMSO (500 mL). The resulting mixture was then warmed to room temperature overnight and quenched with an aqueous solution of ammonium chloride and iced water, and then extracted with MTBE. The organic solvents were washed with water, dried and evaporated to give 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-ethyl-oxirane as a yellowish solid (216.0 g, 97%). 1H-NMR (CDCl3; 400 MHz) • • (ppm)=0.9 (t, 3H); 1.75 (m, 1H); 2.10 (m, 1H); 2.80 (d, 1H); 3.05 (d, 1H); 6.85 (d, 1H); 6.95 (m, 3H); 7.30 (d, 2H); 7.40 (d, 1H).

来源