Reacción #1973973

ord-a0517d92729c43c4993eb2b11fcb05c9

Ecuación de reacción

COC(=O)c1ccc(Br)cc1CBr
methyl 4-bromo-2-(bromomethyl)benzoate
COc1ccc(CN)c(OC)c1
(2,4-dimethoxyphenyl)methanamine
CCN(CC)CC
triethylamine
COc1ccc(CN2Cc3cc(Br)ccc3C2=O)c(OC)c1
title compound
Rendimiento 44.2%
COc1ccc(CN2Cc3cc(Br)ccc3C2=O)c(OC)c1
5-bromo-2-(2,4-dimethoxybenzyl)isoindolin-1-one
Rendimiento 44.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe resulting solid was filtered off
  2. 2
    Concentraciónthe filtrate was concentrated in vacuo
  3. 3
    OtroThe crude product was purified by column chromatography on silica gel using 1:4 EtOAc

Procedimiento

To a solution of methyl 4-bromo-2-(bromomethyl)benzoate (1.0 g, 3.25 mmol) and (2,4-dimethoxyphenyl)methanamine (0.65 g, 3.90 mmol) in THF (16 mL) was added triethylamine (0.91 mL, 6.5 mmol), and the resulting mixture was stirred at room temperature for 16 h. The resulting solid was filtered off, and the filtrate was concentrated in vacuo. The crude product was purified by column chromatography on silica gel using 1:4 EtOAc:hexanes as the eluent to give the title compound as a colorless solid (0.52 g, 44%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08501238B2uspto-grants-2013_08