Реакция #1135833

ord-cf08e2862bdb46858fb31ec300a7efff

Уравнение реакции

Nc1ccc(Br)cc1[N+](=O)[O-]
4-bromo-2-nitroaniline
OB(O)c1ccccc1
phenylboronic acid
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
Nc1cc(-c2ccccc2)ccc1[N+](=O)[O-]
4-nitrobiphenyl-3-amine
Выход 96.6%

Растворители

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ФильтрацияThe mixture was filtered through a celite pad
  2. 2
    КонцентрированиеThe filtrate was concentrated
  3. 3
    Другоеpurified by biotage column chromatography

Методика

To a mixture of 4-bromo-2-nitroaniline (217 mg, 1.0 mmol), phenylboronic acid (122 mg, 1.0 mmol), tetrakis-(triphenylphosphine)palladium (55 mg, 0.05 mmol) and cesium carbonate (650 mg, 2.0 mmol) was added 3 mL of ethyleneglycol dimethyl ether (DME). The reaction was heated to 80° C. and stirred under nitrogen atmosphere overnight. The mixture was filtered through a celite pad. The filtrate was concentrated and purified by biotage column chromatography to give 4-nitrobiphenyl-3-amine (207 mg)

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09381196B2uspto-grants-2016_07