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N-(2,5-dimethylphenyl)-3-oxobutanamide → HCID 178424527, 화합물

HRID 2368702
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HRID 2368702 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[NH:9][C:10](=[O:15])[CH2:11][C:12](=O)[CH3:13]>OS(O)(=O)=O>[CH3:13][C:12]1[C:4]2[C:3](=[C:2]([CH3:1])[CH:7]=[CH:6][C:5]=2[CH3:8])[N:9]=[C:10]([OH:15])[CH:11]=1
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참가 물질

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반응물 1

HCID 284876N-(2,5-dimethylphenyl)-3-oxobutanamide

생성물 1

HCID 178424527HCID 178424527, 화합물수율 28%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

A 5.50 g (26.8 mmol) sample of N-(2,5-dimethylphenyl)-3-oxobutanamide in 10.0 mL of H2SO4 was microwaved at 140° C. for 5 minutes. After the reaction was cooled to room temperature it was quenched into ice-H2O. The resulting mixture was basified with saturated NaHCO3. The resulting mixture was extracted with CH2Cl2 (3×20 mL) and the combined organic extracts were washed with H2O (1×15 mL), brine (lx 20 mL), dried over MgSO4 and concentrated to give the desired title compound (1.4 g, 28%). Spectroscopic data: 1H NMR (300 MHz, CDCl3) δ ppm 2.41 (s, 3 H) 2.69 (d, J=1.17 Hz, 3 H) 2.73 (s, 3 H) 6.48 (s, 1 H) 6.90 (d, J=7.33 Hz, 1 H) 7.19 (d, J=7.62 Hz, 1 H) 8.87 (br. s., 1 H).

후처리

  • customwas quenched into ice-H2O
  • extractionThe resulting mixture was extracted with CH2Cl2 (3×20 mL)
  • washthe combined organic extracts were washed with H2O (1×15 mL), brine (lx 20 mL)
  • dry with materialdried over MgSO4
  • concentrationconcentrated
  • 출처 및 근거

    ORD 기록
    ord-4c9b4d87a4dc4c0c90b1b4e1c887e47b
    출처 데이터셋
    uspto-grants-2014_04
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08703797B2

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