Water → 1-ethyl-1H-imidazole-5-carbaldehyde

HRID 1186369ノート

反応式

HRID 1186369 の反応式
[NH:1]1[C:5]([CH:6]=[O:7])=[CH:4][N:3]=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].[CH2:14](I)[CH3:15].O>CN(C)C=O.C(OCC)(=O)C>[CH2:14]([N:1]1[C:5]([CH:6]=[O:7])=[CH:4][N:3]=[CH:2]1)[CH3:15].[CH2:14]([N:3]1[CH:4]=[C:5]([CH:6]=[O:7])[N:1]=[CH:2]1)[CH3:15]

参加物

8

反応物 4

HCID 962WaterHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 764281H-Imidazole-4-carbaldehyde

生成物 2

HCID 31596721-ethyl-1H-imidazole-5-carbaldehyde収率 30%HCID 135098721-Ethyl-1H-imidazole-4-carbaldehyde収率 9%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1H-Imidazole-5-carbaldehyde (300 mg, 3.12 mmol) was dissolved in N,N-dimethylformamide (4 mL). To this, potassium carbonate (862 mg, 6.24 mmol) and ethyl iodide (0.275 mL, 3.43 mmol) were added at room temperature and the mixture was stirred at the same temperature for 1.5 hours. After water was added to the reaction mixture, extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by preparative thin-layer chromatography (chloroform/methanol=20/1) to give 1-ethyl-1H-imidazole-5-carbaldehyde (115 mg, yield: 30%) and 1-ethyl-1H-imidazole-4-carbaldehyde (36 mg, yield: 9%). 1-ethyl-1H-imidazole-5-carbaldehyde

後処理

  1. washby washing with brine
  2. dry with materialdrying over anhydrous sodium sulfate
  3. customThe solvent was evaporated off under reduced pressure
  4. customthe residue was purified by preparative thin-layer chromatography (chloroform/methanol=20/1)

出典と根拠

ORDレコード
ord-4e89b32c2f034fbdb8b166bf66a9ba3b
出典データセット
uspto-grants-2014_03
特許番号
US08673908B2

反応ノート

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