反応 #595503

反応方程式

sodium sulfite

pyridinium hydrobromide

4-tert-butyl-2-nitroaniline

water

→

title compound

収率 94.0%

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

収率 94.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度was warmed with a heat gun until all solids
2. 2
   workup.DISSOLUTIONhad dissolved
3. 3
   温度The solution was then cooled
4. 4
   workup.ADDITIONAfter addition
5. 5
   workup.STIRRINGAfter stirring for 30 min
6. 6
   ろ過the precipitate was collected by filtration
7. 7
   その他The solid obtained
8. 8
   洗浄was washed with water
9. 9
   workup.DISSOLUTIONdissolved in EtOAc
10. 10
    洗浄Washed with water and brine
11. 11
    乾燥Dried over Na2SO4
12. 12
    ろ過filtered
13. 13
    濃縮concentrated under vacuum

実験手順

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%).

出典