1,2-Dimethoxyethane → 4-[(1H-Indol-3-yl)methyl]piperazin-1-amine

HRID 1973403ノート

反応式

HRID 1973403 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].COCCOC.[N:13]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24][CH:23]=2)[CH2:17][CH2:16]1)=O>O>[NH2:13][N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[NH:24][CH:23]=2)[CH2:17][CH2:16]1

参加物

5

反応物 3

HCID 80711,2-Dimethoxyethane2 回HCID 12392199HCID 12392199、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 123922044-[(1H-Indol-3-yl)methyl]piperazin-1-amine

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

To a stirred mixture of 10.5 g of lithium aluminum hydride in 100 ml. of 1,2-dimethoxyethane is added slowly 38 g (0.16 mol) of 3-(4-nitrosopiperazin-1-yl) methylindole while maintaining the temperature below 35° C. After total addition of the material, the mixture is refluxed for four hours. The reaction mixture is cooled to 0° C. and a solution of 50 ml. of water and 50 ml. of 1,2-dimethoxyethane is added slowly maintaining the temperature below 20° C. and an additional 50 ml. of water is added. The mixture is filtered and the solvent is removed from the filtrate. The residual solid is recrystallized from ethanol and water (2:1) to produce pure flakes of 3-(4-aminopiperazin-1-yl) methylindole, m.p. 147°-149° C. Analysis: Calculated for C13H18N4 :67.80% C; 7.88% H; 24.33% N Found: 67.69% C; 7.94% H; 24.28% N.

後処理

  1. temperaturewhile maintaining the temperature below 35° C
  2. additionAfter total addition of the material
  3. temperaturethe mixture is refluxed for four hours
  4. temperaturemaintaining the temperature below 20° C.
  5. filtrationThe mixture is filtered
  6. customthe solvent is removed from the filtrate
  7. customThe residual solid is recrystallized from ethanol and water (2:1)

出典と根拠

ORDレコード
ord-aa97f4a133774f22a20a9ad824fad239
出典データセット
uspto-grants-1976_12
特許番号
US03997539

反応ノート

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