Reacción #2875

Ecuación de reacción

5-bromo-2-fluoro-benzaldehyde

sodium borohydride

→

title compound

Rendimiento 97.7%

5-Bromo-2-fluoro-benzyl alcohol

Rendimiento 97.7%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroquenched by the addition of 1N HCl
2. 2
   workup.ADDITIONThe mixture is diluted with EtOAc
3. 3
   Otrothe layers are separated
4. 4
   LavadoThe organic layer is washed with H2O and saturated NaCl
5. 5
   SecadoThe organic layer is dried over MgSO4
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated
8. 8
   OtroThe crude product is purified by column chromatography
9. 9
   Lavadoeluting with 15% EtOAc/hexanes

Procedimiento

To a solution of 5-bromo-2-fluoro-benzaldehyde (6.10 g, 30.0 mmol) in 30 mL of THF at 0° C. is added 5 mL of sodium borohydride (2.0M solution in triglyme, 10.0 mmol). The reaction mixture is stirred at 0° C. for 25 min and then quenched by the addition of 1N HCl. The mixture is diluted with EtOAc and the layers are separated. The organic layer is washed with H2O and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with 15% EtOAc/hexanes to afford the title compound (6.00 g, 29.3 mmol).

Fuente