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

HRID 3159

反応式

HRID 3159 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b9d97a55e700483bba5a21fd55b4d6fd
出典データセット
uspto-grants-1998_03
特許番号
US05733918

関連ノート

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