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Potassium Carbonate → Ethyl 4-(2-methyl-1H-imidazol-1-yl)benzoate

HRID 1108062
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HRID 1108062 반응식
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.F[C:8]1[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:1][C:2]1[N:3]([C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][CH:9]=2)[CH:4]=[CH:5][N:6]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 127492-MethylimidazoleHCID 67976Benzoic acid, 4-fluoro-, ethyl ester

생성물 1

HCID 14664350Ethyl 4-(2-methyl-1H-imidazol-1-yl)benzoate수율 34%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
120 °C

실험 절차

A mixture of 2-methylimidazole (50 g, 0.6 mol), ethyl 4-fluorobenzoate (100 g, 0.6 mol) and potassium carbonate (415 g, 3 mol) in dry DMSO (1.5 l ) was heated at 120° C. for 66 hours under a nitrogen atmosphere. After cooling to room temperature, the reaction mixture was poured into ice-cold water (1 l ), and extracted with Et2O (750 ml×2). The organic phase was washed with water (500 ml) and brine (500 ml), dried over MgSO4 and evaporated. The residual solid was recrystallized from ethyl acetate-hexane to give the titled compound (47 g, 33%) as yellow needles.

후처리

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with Et2O (750 ml×2)
  3. washThe organic phase was washed with water (500 ml) and brine (500 ml)
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe residual solid was recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-5d42b403e81540ffb98a27144559e735
출처 데이터셋
uspto-grants-2000_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06063928

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