Imidazole → Ethyl 4-(1H-imidazol-1-yl)benzoate

HRID 355738

반응식

HRID 355738 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.F[C:7]1[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[N:1]1([C:7]2[CH:17]=[CH:16][C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 962WaterHCID 11430Potassium CarbonateHCID 67976Benzoic acid, 4-fluoro-, ethyl ester

생성물 1

HCID 13423940Ethyl 4-(1H-imidazol-1-yl)benzoate수율 56.4%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
90 °C

실험 절차

Imidazole (0.816 g, 0.01 mol), ethyl 4-fluorobenzoate (2 g, 0.01 mol) and anhydrous potassium carbonate (1.43 g, 0.011 mol) was dissolved in DMSO (30 ml) and heated to 90° C. for 18 h. The solution was poured into water (50 ml), extracted with ethyl acetate (50 ml), dried (sodium sulphate), filtered and evaporated to dryness under reduced pressure. The white solid was purified by flash column chromatography (silica, diethyl ether) to afford a white solid (1.22 g, 56%).

후처리

  1. extractionextracted with ethyl acetate (50 ml)
  2. dry with materialdried (sodium sulphate)
  3. filtrationfiltered
  4. customevaporated to dryness under reduced pressure
  5. customThe white solid was purified by flash column chromatography (silica, diethyl ether)

출처 및 근거

ORD 기록
ord-a3d33c33f5864abeb2dabc05dc915596
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834471

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