3-Methoxyaniline → (3H-Imidazol-4-ylmethyl)-(3-methoxy-phenyl)-amine

HRID 2043346ノート

反応式

HRID 2043346 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[CH:4]=1.[CH:10]([C:12]1[N:13]=[CH:14][NH:15][CH:16]=1)=O.[BH4-].[Na+]>CO>[N:15]1[CH:16]=[C:12]([CH2:10][NH:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[NH:13][CH:14]=1

参加物

5

反応物 3

HCID 108243-MethoxyanilineHCID 764281H-Imidazole-4-carbaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 59728243(3H-Imidazol-4-ylmethyl)-(3-methoxy-phenyl)-amine収率 81.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of m-anisidine (0.91 ml, 8.12 mmol) in methanol (25 ml) was added 4-formylimidazole (0.86 g, 8.93 mmol). After stirring the mixture overnight at room temperature sodium borohydride (0.46 g, 12.2 mmol) was added. The reaction mixture was then concentrated in vacuo. The residue was purified using flash chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: methanol/dichloromethane 9:1) to yield a white solid (1.34 g, 18%); MS (ISP): 204.1 ([M+H]+).

後処理

  1. additionwas added
  2. concentrationThe reaction mixture was then concentrated in vacuo
  3. customThe residue was purified

出典と根拠

ORDレコード
ord-c595360a005d4b628ed5b624a35b0594
出典データセット
uspto-grants-2013_11
特許番号
US08586617B2

反応ノート

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