Imidazole → Benzaldehyde, 3-ethoxy-4-(1H-imidazol-1-yl)-

HRID 502417ノート

反応式

HRID 502417 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1F)[CH:7]=[O:8])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[NH:19]1[CH:23]=[CH:22][N:21]=[CH:20]1>CS(C)=O>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[N:19]1[CH:23]=[CH:22][N:21]=[CH:20]1)[CH:7]=[O:8])[CH3:2]

参加物

5

反応物 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 426142943-Ethoxy-4-fluorobenzaldehyde

生成物 1

HCID 73014040Benzaldehyde, 3-ethoxy-4-(1H-imidazol-1-yl)-収率 83.5%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

3-Ethoxy-4-fluoro-benzaldehyde (0.081 g, 0.482 mmol) was dissolved in 1 ml of DMSO and treated with potassium carbonate (0.166 g, 2.5 eq.) and imidazole (0.066 g, 2 eq.), and the mixture was allowed to react under a balloon of argon for 2 h at 105° C. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (silica gel, AcOEt) produced 0.087 g of the title compound as off-white crystals.

後処理

  1. customto react under a balloon of argon for 2 h at 105° C
  2. additionPouring
  3. extractionice/NH4Cl, twofold extraction with AcOEt
  4. washwashing with water
  5. dry with materialdrying over sodium sulfate, and evaporation of the solvents

出典と根拠

ORDレコード
ord-047673f6a41e43dabba538e696e5ee11
出典データセット
uspto-grants-2010_08
特許番号
US07772253B2

反応ノート

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