تفاعل #161209

معادلة التفاعل

4-tert-butyl-phenylamine

KNO3

NaHCO3

→

4-tert-butyl-3-nitro-phenylamine

المردود 77.0%

المذيبات

H2SO4

ظروف التفاعل

المعالجة

1. 1
   أخرىat 0° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   استخلاصThe mixture was extracted several times with CH2Cl2
4. 4
   غسيلThe combined organic layers were washed with brine
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated
7. 7
   أخرىThe residue was purified by column chromatography (petroleum ether-EtOAc, 10:1)

الإجراء التجريبي

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%).

المصدر