반응 #161209

반응 방정식

4-tert-butyl-phenylamine

KNO3

NaHCO3

→

4-tert-butyl-3-nitro-phenylamine

수율 77.0%

용매

H2SO4

반응 조건

후처리

1. 1
   기타at 0° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   추출The mixture was extracted several times with CH2Cl2
4. 4
   세척The combined organic layers were washed with brine
5. 5
   건조dried over Na2SO4
6. 6
   농축concentrated
7. 7
   기타The residue was purified by column chromatography (petroleum ether-EtOAc, 10:1)

실험 절차

To a mixture of 4-tert-butyl-phenylamine (10.0 g, 67.01 mmol) dissolved in H2SO4 (98%, 60 mL) was slowly added KNO3 (8.1 g, 80.41 mmol) at 0° C. After addition, the reaction was allowed to warm to room temperature and stirred overnight. The mixture was then poured into ice-water and basified with sat. NaHCO3 solution to pH 8. The mixture was extracted several times with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography (petroleum ether-EtOAc, 10:1) to give 4-tert-butyl-3-nitro-phenylamine (10 g, 77%).

출처