تفاعل #161240

معادلة التفاعل

2,3,4,5-tetrahydro-1H-benzo[b]azepine

KNO3

ammonia

→

8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine

المردود 52.0%

المذيبات

H2SO4

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONpoured
2. 2
   أخرىover crushed ice
3. 3
   استخلاصextracted with EtOAc
4. 4
   غسيلThe combined organic phases were washed with brine
5. 5
   تجفيفdried over Na2SO4
6. 6
   تركيزconcentrated

الإجراء التجريبي

At −10° C., 2,3,4,5-tetrahydro-1H-benzo[b]azepine (1.9 g, 13 mmol) was added dropwise to a solution of KNO3 (3 g, 30 mmol) in H2SO4 (50 mL). The mixture was stirred for 40 min, poured over crushed ice, basified with aq. ammonia to pH 13, and extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2SO4 and concentrated to give 8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine as a black solid (1.3 g, 51%), which was used without further purification.

المصدر