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1-Bromopropane → 1-Propyl-1H-imidazole-2-carbaldehyde

HRID 445231
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HRID 445231 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7].CN1C[CH2:12][CH2:11][C:10]1=O.BrCCC.C(=O)([O-])[O-].[K+].[K+]>O>[CH2:10]([N:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=[O:7])[CH2:11][CH3:12]
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참가 물질

6

반응물 4

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 13387N-methyl-2-pyrrolidoneHCID 249551H-imidazole-2-carbaldehyde

생성물 1

HCID 47776601-Propyl-1H-imidazole-2-carbaldehyde

시약·촉매·용매 1

HCID 962Water용매

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온도
40 °C

실험 절차

To 1H-imidazole-2-carboaldehyde (800 mg), N-methylpyrrolidone (10 mL) was added, followed by dissolution with heating. To this solution, 1-bromopropane (2.05 g) and potassium carbonate (1.15 g) were added. The reaction solution was stirred at 40° C. for 12 hours. To the reaction solution, water (10 mL) was added. The aqueous layer was extracted twice with ethyl acetate. The organic layers were combined, washed with saturated brine and then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (dichloromethane) to obtain the title compound (893 mg) having the following physical properties.

후처리

  1. dissolutionfollowed by dissolution
  2. temperaturewith heating
  3. extractionThe aqueous layer was extracted twice with ethyl acetate
  4. washwashed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (dichloromethane)

출처 및 근거

ORD 기록
ord-994bf3d5af834c759d762f6f2d57f978
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08476290B2

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