Reacción #2199

Ecuación de reacción

4-chloro-4'-trifluoromethylsulfonylmethylbenzophenone

Sodium borohydride

→

desired product

Rendimiento 77.0%

4-Chloro-4'-trifluoromethylsulfonylmethylbenzhydrol

Rendimiento 77.0%

Disolventes

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was further stirred overnight at room temperature
2. 2
   workup.DISTILLATIONwas distilled off under reduced pressure
3. 3
   ExtracciónThe residue was extracted with ethyl acetate (250 ml)
4. 4
   LavadoThe extract was washed with water
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThen, ethyl acetate was distilled off under reduced pressure
7. 7
   OtroThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1)

Procedimiento

4-chloro-4'-trifluoromethylsulfonylmethylbenzophenone (5.5 g) was dispersed in methanol (200 ml). Sodium borohydride was gradually added thereto at room temperature with stirring, and the mixture was further stirred overnight at room temperature. After completion of the reaction, methanol was distilled off under reduced pressure. The residue was extracted with ethyl acetate (250 ml). The extract was washed with water and dried over anhydrous magnesium sulfate. Then, ethyl acetate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1) to obtain the desired product as a white powder (4.2 g, melting point: 113° to 115° C., yield: 77%).

Fuente