Reacción #168784

Ecuación de reacción

ethyl 3-(5-bromo-2-fluorophenyl)-2,2-difluoro-3-hydroxypropanoate

NaBH4

→

title compound

1-(5-bromo-2-fluorophenyl)-2,2-difluoropropane-1,3-diol

Disolventes

ethyl acetate

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction
2. 2
   OtroUpon complete consumption of the starting material, reaction mass
3. 3
   Concentraciónwas concentrated under reduced pressure
4. 4
   workup.ADDITIONtreated with saturated ammonium chloride solution
5. 5
   OtroThe crude reaction mass
6. 6
   Lavadoorganic layer was washed with brine (15 mL)
7. 7
   Secadoby drying over anhydrous Na2SO4
8. 8
   ConcentraciónThe organic layer was concentrated under reduced pressure

Procedimiento

To a solution of ethyl 3-(5-bromo-2-fluorophenyl)-2,2-difluoro-3-hydroxypropanoate (20.0 g, 61.3 mmol) in MeOH (160 mL), NaBH4 (7.0 g, 184.2 mmol) was added portion wise over a period of 30 min. at 0° C. Stirring was continued for 1 h at 0° C. and reaction was monitored by TLC. Upon complete consumption of the starting material, reaction mass was concentrated under reduced pressure and treated with saturated ammonium chloride solution. The crude reaction mass was dissolved in ethyl acetate and organic layer was washed with brine (15 mL) followed by drying over anhydrous Na2SO4. The organic layer was concentrated under reduced pressure to furnish title compound with sufficient purity. Yield=17 g (97%). TLC (50% ethyl acetate in Hexane): Rf=0.32),

Fuente