反応 #417970

ord-de26211d84ef4f39a152704ee6299ee7

反応方程式

CC(=O)O
Acetic acid
O=[N+]([O-])c1ccc(Br)c(OCCOc2ccccc2)c1
25b
O=[N+]([O-])c1ccc(Br)c(OCCOc2ccccc2)c1
1-bromo-4-nitro-2-(2-phenoxy-ethoxy)-benzene
Nc1ccc(Br)c(OCCOc2ccccc2)c1
aniline
収率 84.0%
Nc1ccc(Br)c(OCCOc2ccccc2)c1
4-bromo-3-(2-phenoxy-ethoxy)-phenylamine
収率 84.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The mixture was filtered
  2. 2
    workup.DISTILLATIONthe solvent distilled off under reduced pressure
  3. 3
    その他the crude was purified by flash column chromatography

実験手順

Acetic acid (1.068 mL, 18 mmol) was added to the mixture of 25b (600 mg, 1.8 mmol) and zinc dust (1.157 g, 18.0 mmol) in ethanol (10 mL) at 0° C. The reaction mixture was warmed to room temperature and stirred for 4 hrs. The mixture was filtered, the solvent distilled off under reduced pressure and the crude was purified by flash column chromatography to obtain the aniline 25c in 84% yield.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08877752B2uspto-grants-2014_11