Reacción #84732

Ecuación de reacción

2-amino-5-bromo-4-chlorobenzoic acid

borohydride

→

title compound

Rendimiento 71.0%

(2-amino-5-bromo-4-chlorophenyl)methanol

Rendimiento 71.0%

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was quenched with methanol (50 mL)
2. 2
   Concentraciónconcentrated to a volume of 50 mL
3. 3
   workup.ADDITIONThe residue was diluted with water (100 mL)
4. 4
   Extracciónextracted with ethyl acetate (150 mL×3)
5. 5
   OtroThe organic layers were separated
6. 6
   Lavadowashed with water (100 mL) and brine (100 mL)
7. 7
   Secadodried over sodium sulfate
8. 8
   Filtraciónfiltered
9. 9
   Concentraciónconcentrated

Procedimiento

To a solution of 2-amino-5-bromo-4-chlorobenzoic acid (9.0 g, 36.0 mmol) in THF (150 mL) was added borohydride in THF (144 mL, 1 M) at room temperature, and the reaction mixture was stirred overnight. The reaction mixture was quenched with methanol (50 mL), and concentrated to a volume of 50 mL. The residue was diluted with water (100 mL) and extracted with ethyl acetate (150 mL×3). The organic layers were separated, combined, washed with water (100 mL) and brine (100 mL), dried over sodium sulfate, filtered and concentrated to afford the title compound (crude, 6 g, 71%).

Fuente