تفاعل #161230

معادلة التفاعل

NaHCO3

KNO3

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

→

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

المردود 86.8%

المذيبات

H2SO4

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with EtOAc
2. 2
   غسيلThe organic layer was washed with brine
3. 3
   تجفيفdried over Na2SO4
4. 4
   تركيزconcentrated

الإجراء التجريبي

At 0° C., KNO3 (0.76 g, 7.54 mmol) was added portionwise to a solution of 5,5-dimethyl-2,3,4,5-tetrahydro-1H-benzo[b]azepine (1.1 g, 6.28 mmol) in H2SO4 (15 mL). After stirring 15 min at this temperature, the mixture was poured into ice water, basified with sat. NaHCO3 to pH 8 and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated to give crude 5,5-dimethyl-8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine (1.2 g), which was used directly in the next step without further purification.

المصدر