Reacción #1904065

ord-c9d1b461a07f48289a4ceca529ce69c5

Ecuación de reacción

CC(=O)c1cc(Br)ccc1N
1-(2-amino-5-bromo-phenyl)-ethanone
[BH4-].[Na+]
sodium borohydride
CC(O)c1cc(Br)ccc1N
title compound
Rendimiento 86.8%
CC(O)c1cc(Br)ccc1N
1-(2-Amino-5-bromo-phenyl)-ethanol
Rendimiento 86.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONpoured onto ice water
  2. 2
    Extracciónextracted with ethyl acetate (3×30 mL)
  3. 3
    SecadoThe combined organic layers were dried (MgSO4)
  4. 4
    Concentraciónconcentrated

Procedimiento

To a solution of 1-(2-amino-5-bromo-phenyl)-ethanone (2.4 g, 11.2 mmol) in anhydrous methanol (50 mL) was added sodium borohydride (1 g, 26 mmol) at rt under nitrogen. The mixture was stirred for 1 h, poured onto ice water, and extracted with ethyl acetate (3×30 mL). The combined organic layers were dried (MgSO4) and concentrated to yield the title compound as an off-white solid (2.1 g, 86%): mp 95-96° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07598237B2uspto-grants-2009_10