반응 #9585

반응 방정식

1-(N-BOC-aminomethyl)-4-(aminomethyl)benzene

7-bromo-4-chloro-3-nitroquinoline

triethylamine

→

tert-butyl{4-[(7-bromo-3-nitroquinolin-4-ylamino)methyl]benzyl}carbamate

수율 93.4%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   세척washed sequentially with water and saturated aqueous sodium chloride
2. 2
   건조The organic fraction was dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타to provide a yellow crystalline solid
6. 6
   기타Recrystallization from 2-propanol

실험 절차

1-(N-BOC-aminomethyl)-4-(aminomethyl)benzene (5.0 g, 21 mmol) in dichloromethane (50 mL) was added dropwise to a mixture of 7-bromo-4-chloro-3-nitroquinoline (5.81 g, 20 mmol) and triethylamine (5.63 mL) in dichloromethane (60 mL). The reaction was stirred for 16 hours and then washed sequentially with water and saturated aqueous sodium chloride. The organic fraction was dried over sodium sulfate, filtered and concentrated to provide a yellow crystalline solid. Recrystallization from 2-propanol yielded 9.1 g of tert-butyl{4-[(7-bromo-3-nitroquinolin-4-ylamino)methyl]benzyl}carbamate as a yellow powder.

출처