Ethanol → (R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)propyl acetate

HRID 418483노트

반응식

HRID 418483 반응식
[C:1]([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[N+:18]([O-])=O)[C:9]1=[O:21])[CH3:7])(=[O:3])[CH3:2].C(O)C.[Cl-].[NH4+].O>[Fe]>[C:1]([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[NH2:18])[C:9]1=[O:21])[CH3:7])(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 702EthanolHCID 962WaterHCID 25517Ammonium ChlorideHCID 59515745(R)-2-(5-Nitro-1-oxoisoquinolin-2(1H)-yl)propyl acetate

생성물 1

HCID 59515825(R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)propyl acetate수율 100%

시약·촉매·용매 1

HCID 23925Iron촉매

반응 조건

온도
85 °C

실험 절차

A round bottom flask was charged with (R)-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propyl acetate (24 g, 0.074 mol), ethanol (500 mL, 8 mol), and was heated at 85° C. Ammonium chloride (50 g, 0.9 mol) in water (150 mL, 8.3 mol) was added followed by iron (20 g, 0.3 mol) in two portions. The reaction was stirred for 1 hour and poured onto dichloromethane (200 mL) and extracted. the solvent was removed under reduced pressureunder reduced pressure to afford the desired product as red oil (19 g, 100%).

후처리

  1. additionpoured onto dichloromethane (200 mL)
  2. extractionextracted
  3. customthe solvent was removed

출처 및 근거

ORD 기록
ord-13eba42cffa7465dae71fb0bfb98c167
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093265B2

반응 노트

불러오는 중…