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

HRID 2242360노트

반응식

HRID 2242360 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 197444983-(1H-Imidazol-1-yl)benzenemethanol수율 86.7%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-39a53722e6264b1cbe7615305a149641
출처 데이터셋
uspto-grants-2010_03
특허 번호
US07671080B2

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