反応 #1973973

ord-a0517d92729c43c4993eb2b11fcb05c9

反応方程式

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
収率 44.2%
COc1ccc(CN2Cc3cc(Br)ccc3C2=O)c(OC)c1
5-bromo-2-(2,4-dimethoxybenzyl)isoindolin-1-one
収率 44.2%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The resulting solid was filtered off
  2. 2
    濃縮the filtrate was concentrated in vacuo
  3. 3
    その他The crude product was purified by column chromatography on silica gel using 1:4 EtOAc

実験手順

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%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08501238B2uspto-grants-2013_08