2-(Dimethylamino)ethanol → 6-(2-dimethylaminoethoxy)-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on

HRID 3159

반응식

HRID 3159 반응식
[Na].[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][OH:6].Cl[C:9]1[C:18]2[C:19](=[O:29])[C:20]3[C:25]([C:17]=2[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)=[CH:24][C:23]1[O:26][CH2:27][O:28][C:22]=1[CH:21]=3>>[CH3:2][N:3]([CH3:7])[CH2:4][CH2:5][O:6][C:9]1[C:18]2[C:19](=[O:29])[C:20]3[C:25]([C:17]=2[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=1)=[CH:24][C:23]1[O:26][CH2:27][O:28][C:22]=1[CH:21]=3

참가 물질

4

반응물 3

HCID 79022-(Dimethylamino)ethanolHCID 5360545SodiumHCID 193561276-chloro-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on

생성물 1

HCID 193561446-(2-dimethylaminoethoxy)-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on수율 68.1%

반응 조건

온도
60 °C

실험 절차

To a solution prepared with sodium (1.78 g, 77.4 mmol) and 2-dimethylaminoethanol (80 ml, 796 mmol) was added 6-chloro-9,10-methylenedioxy-7H-indeno[2,1-c]quinoline-7-on (8 g, 25.8 mmol) obtained in reference example 2, and the mixture was stirred with heat at 60° C. for 24 hours. The reaction mixture was poured into ice water and extracted with chloroform. The chloroform layer was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and crystallized from ethyl acetate to give 6.37 g (yield: 68.1%) of title compound. The physicochemical properties thereof are shown in table 2.

후처리

  1. customobtained in reference example 2
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform layer was dried over magnesium sulfate
  4. customevaporated
  5. customThe residue was purified by silica gel column chromatography (eluent; chloroform:methanol=10:1(v/v)) and
  6. customcrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-b9d97a55e700483bba5a21fd55b4d6fd
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733918

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