Water → methyl (4-formyl-2-phenyl-1H-imidazol-1-yl)(phenyl)acetate

HRID 2194668노트

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HRID 2194668 반응식
[C:1]1([C:7]2[NH:8][CH:9]=[C:10]([CH:12]=[O:13])[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH:21]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:22]([O:24][CH3:25])=[O:23].O>CN(C)C=O>[CH:12]([C:10]1[N:11]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]([CH:21]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:22]([O:24][CH3:25])=[O:23])[CH:9]=1)=[O:13]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 137806Benzeneacetic acid, alpha-bromo-, methyl esterHCID 178519858HCID 178519858, 화합물

생성물 1

HCID 86644403methyl (4-formyl-2-phenyl-1H-imidazol-1-yl)(phenyl)acetate수율 25%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
85 °C

실험 절차

To a solution of 2-phenyl-1H-imidazole-4-carbaldehyde (1.73 g) in N,N-dimethylformamide (35 mL) were added potassium carbonate (2.78 g) and methyl bromo(phenyl)acetate (2.53) and the mixture was stirred at 85° C. for 3 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=1:1→3:7) and crystallized from diisopropyl ether to give the title compound as colorless crystals (yield 814 mg, yield 25%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=1:1→3:7)
  6. customcrystallized from diisopropyl ether

출처 및 근거

ORD 기록
ord-d47b0af8215e4fa18ad658a14d154973
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08334301B2

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