Imidazole → 3-(1H-Imidazol-1-yl)benzenemethanol

HRID 2242360ノート

反応式

HRID 2242360 の反応式
I[C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].[NH:10]1[CH:14]=[CH:13][N:12]=[CH:11]1.C(=O)([O-])[O-].[K+].[K+].[F-].[K+]>CN(C=O)C.[Cu]>[N:10]1([C:2]2[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][CH:9]=2)[CH:14]=[CH:13][N:12]=[CH:11]1

参加物

7

反応物 4

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 423003-Iodobenzyl alcoholHCID 522689Potassium Fluoride

生成物 1

HCID 197444983-(1H-Imidazol-1-yl)benzenemethanol収率 86.7%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒

実験手順

3-Iodobenzylalcohol (5.17 g, 21.0 mmol), imidazole (1.73 g, 25.2 mmol), potassium carbonate (3.78 g, 27.3 mmol), copper (0) powder (275 mg, 4.33 mmol) and potassium fluoride (260 mg, 4.44 mmol) in DMF (30 ml) were refluxed at 175° C. for 6 h. The reaction was filtered, the solid washed with DCM and washing and filtrate concentrated. Purification by silica chromatography using DCM followed by DCM:MeOH (15:1 then 10:1) yielded (3-imidazol-1-yl-phenyl)-methanol as an orange oil (3.17 g, 72%).

後処理

  1. filtrationThe reaction was filtered
  2. washthe solid washed with DCM
  3. washwashing
  4. concentrationfiltrate concentrated
  5. customPurification by silica chromatography

出典と根拠

ORDレコード
ord-39a53722e6264b1cbe7615305a149641
出典データセット
uspto-grants-2010_03
特許番号
US07671080B2

反応ノート

読み込み中…