Methyl iodide → 1-Methyl-5-nitro-1H-indole-3-carbaldehyde

HRID 618105

反応式

HRID 618105 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH:8]=[C:7]2[CH:13]=[O:14])([O-:3])=[O:2].[C:15](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[CH3:15][N:9]1[C:10]2[C:6](=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=2)[C:7]([CH:13]=[O:14])=[CH:8]1

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 2460395-nitro-1H-indole-3-carbaldehyde

生成物 1

HCID 128715121-Methyl-5-nitro-1H-indole-3-carbaldehyde収率 92.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

5-Nitroindole-3-carboxaldehyde (2 g) was dissolved in N,N-dimethylformamide (40 ml), and potassium carbonate (4.0 g) and methyl iodide (5 ml) were added thereto, followed by stirring at 60° C. for 24 hours. The reaction solution was subjected to partitioning with chloroform, methanol and water, and the organic layer was dried over magnesium sulfate. After concentration under reduced pressure, the residue was rinsed with ethyl acetate to give 1-methyl-5-nitroindole-3-carboxaldehyde (Compound III-2, 1.99 g).

後処理

  1. customto partitioning with chloroform, methanol and water
  2. dry with materialthe organic layer was dried over magnesium sulfate
  3. concentrationAfter concentration under reduced pressure
  4. washthe residue was rinsed with ethyl acetate

出典と根拠

ORDレコード
ord-9b7c0d8c56f747a5a79040795b1e06b1
出典データセット
uspto-grants-1999_09
特許番号
US05952355

関連ノート

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