Реакция #1973966

Уравнение реакции

sodium sulfite

pyridinium hydrobromide

4-tert-butyl-2-nitroaniline

water

→

title compound

Выход 94.0%

2-bromo-4-tert-butyl-6-nitroaniline

Выход 94.0%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Температураwas warmed with a heat gun until all solids
2. 2
   workup.DISSOLUTIONhad dissolved
3. 3
   ТемператураThe solution was then cooled
4. 4
   workup.ADDITIONAfter addition
5. 5
   workup.STIRRINGAfter stirring for 30 min
6. 6
   Фильтрацияthe precipitate was collected by filtration
7. 7
   ДругоеThe solid obtained
8. 8
   Промывкаwas washed with water
9. 9
   workup.DISSOLUTIONdissolved in EtOAc
10. 10
    ПромывкаWashed with water and brine
11. 11
    СушкаDried over Na2SO4
12. 12
    Фильтрацияfiltered
13. 13
    Концентрированиеconcentrated under vacuum

Методика

A suspension of 4-tert-butyl-2-nitroaniline (1.033 g, 5.32 mmol) in glacial acetic acid (7.8 mL) was warmed with a heat gun until all solids had dissolved. The solution was then cooled and treated portion wise with pyridinium hydrobromide perbromide (1.96 g, 6.12 mmol). After addition, the solution was stirred at room temperature for 1 h. The mixture was added to water (50 mL) and treated with a small amount of sodium sulfite. After stirring for 30 min, the precipitate was collected by filtration. The solid obtained was washed with water and dissolved in EtOAc. Washed with water and brine. Dried over Na2SO4, filtered and concentrated under vacuum to provide the title compound as a yellow-orange solid (1.36 g, 94%).

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