Reacción #162365

Ecuación de reacción

3-chloro-N-hydroxy-2-oxopropanimidoyl chloride

2-ethenyl-1,3-difluorobenzene

sodium bicarbonate

→

title product

Rendimiento 74.2%

2-chloro-1-[5-(2,6-difluorophenyl)-4,5-dihydroisoxazol-3-yl]ethanone

Rendimiento 74.2%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated in under reduced pressure
2. 2
   Otrothe resulting material was partitioned between ethyl acetate (50 mL) and water (50 mL)
3. 3
   OtroThe organic layer was separated
4. 4
   Lavadowashed with saturated aqueous sodium chloride solution
5. 5
   Concentraciónconcentrated in under reduced pressure
6. 6
   OtroThe resulting material was triturated with petroleum ether
7. 7
   Filtraciónfiltered

Procedimiento

To a stirred solution of 3-chloro-N-hydroxy-2-oxopropanimidoyl chloride (0.89 g, 5.71 mmol) in acetonitrile (20 mL) was added 2-ethenyl-1,3-difluorobenzene (1.0 g, 7.14 mmol) and sodium bicarbonate (1.8 g, 2.14 mmol) at room temperature. The reaction mixture was stirred at room temperature for 12 h, concentrated in under reduced pressure and the resulting material was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic layer was separated, washed with saturated aqueous sodium chloride solution and concentrated in under reduced pressure. The resulting material was triturated with petroleum ether and filtered to provide the title product as white solid (1.1 g) melting at 82.1-83.4° C.

Fuente