4-Iodophenol → 2-(4-Iodophenoxy)pyrimidine

HRID 230294

반응식

HRID 230294 반응식
C(=O)([O-])[O-].[K+].[K+].[I:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1.Cl[C:16]1[N:21]=[CH:20][CH:19]=[CH:18][N:17]=1>CN(C=O)C.[Cl-].[Na+].O>[I:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:16]2[N:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[CH:10][CH:9]=1

참가 물질

6

반응물 3

HCID 108944-IodophenolHCID 11430Potassium CarbonateHCID 744042-Chloropyrimidine

생성물 1

HCID 14846172-(4-Iodophenoxy)pyrimidine수율 97.1%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

반응 조건

온도
120 °C

실험 절차

Under an argon atmosphere, potassium carbonate (207 mg) was added to a solution of 4-iodophenol (220 mg) and 2-chloropyrimidine (114 mg) in DMF (1 ml), and the resulting mixture was stirred at 120° C. for 3 hours. The reaction solution was cooled to room temperature and saturated brine was added thereto, followed by extracting the resulting mixture with chloroform. Organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate=3/1) to obtain 2-(4-iodophenoxy)pyrimidine (288 mg). NMR (HL, CDCl3): δ 6.97-7.00 (2H, m), 7.06 (1H, t, J=4.6 Hz), 7.73-7.75 (2H, m), 8.57 (2H, d, J=4.6 Hz)

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionby extracting the resulting mixture with chloroform
  3. washOrganic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter removing anhydrous sodium sulfate
  6. filtrationby filtration
  7. concentrationthe filtrate was concentrated
  8. customThe residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate=3/1)

출처 및 근거

ORD 기록
ord-5d89f388fe2c4c31b3e283302bee753a
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566724B2

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