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Water → 4,4-Dimethyl-7-nitro-3,4-dihydroisoquinolin-1(2H)-one

HRID 887532
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인쇄 미리보기

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HRID 887532 반응식
COC1C=CC(C[N:8]2[CH2:17][C:16]([CH3:19])([CH3:18])[C:15]3[C:10](=[CH:11][C:12]([N+:20]([O-:22])=[O:21])=[CH:13][CH:14]=3)[C:9]2=[O:23])=CC=1.O.O=[N+]([O-])[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[O-][N+](=O)[O-].[Ce+4].[NH4+].[NH4+]>CC#N>[CH3:18][C:16]1([CH3:19])[C:15]2[C:10](=[CH:11][C:12]([N+:20]([O-:22])=[O:21])=[CH:13][CH:14]=2)[C:9](=[O:23])[NH:8][CH2:17]1
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참가 물질

5

반응물 3

HCID 962WaterHCID 180504Ceric ammonium nitrateHCID 219593622-(4-Methoxy-benzyl)-4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-one

생성물 1

HCID 142099534,4-Dimethyl-7-nitro-3,4-dihydroisoquinolin-1(2H)-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
0 °C

실험 절차

2-(4-Methoxy-benzyl)-4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-one (2.0 g) was dissolved in CH3CN (100 ml) and H2O (50 ml) and cooled to 0° C. CAN (9.64 g) was added and the reaction was stirred at 0° C. for 30 min, then warmed to RT and stirred for 6 h. The mixture was extracted with CH2Cl2 (2×300 ml) washed with sat'd NH4Cl, dried over MgSO4, filtered and concentrated. The crude material was recrystallized in CH2Cl2/EtOAc (1:1) to give 4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-one as a white solid.

후처리

  1. temperaturewarmed to RT
  2. stirringstirred for 6 h
  3. extractionThe mixture was extracted with CH2Cl2 (2×300 ml)
  4. washwashed with sat'd NH4Cl
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude material was recrystallized in CH2Cl2/EtOAc (1:1)

출처 및 근거

ORD 기록
ord-2d04073122a547c8b0ca44286efaa2f2
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247430B2

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