Реакция #417970

ord-de26211d84ef4f39a152704ee6299ee7

Уравнение реакции

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
Выход 84.0%
Nc1ccc(Br)c(OCCOc2ccccc2)c1
4-bromo-3-(2-phenoxy-ethoxy)-phenylamine
Выход 84.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture was filtered
  2. 2
    workup.DISTILLATIONthe solvent distilled off under reduced pressure
  3. 3
    Другоеthe crude was purified by flash column chromatography

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877752B2uspto-grants-2014_11