Phenol → 3-Phenoxy-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one

HRID 229682

반응식

HRID 229682 반응식
Br[C:2]1[C:3](=[O:20])[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:7]=1.[C:21]1([OH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+].O.N>CN(C)C=O.[Cu](I)I>[O:27]([C:2]1[C:3](=[O:20])[N:4]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[CH:7]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

7

반응물 4

HCID 996PhenolHCID 11430Potassium CarbonateHCID 12896473Azane;hydrateHCID 223190653-Bromo-1-phenyl-5-(pyridin-2-yl)-1,2-dihydropyridin-2-one

생성물 1

HCID 223189313-Phenoxy-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one수율 63.4%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 6228Dimethylformamide용매

반응 조건

온도
150 °C

실험 절차

100 mg of 3-bromo-5-(2-pyridyl)-1-phenyl-1,2-dihydropyridin-2-one and 58 mg of phenol were dissolved in 10 ml of dimethylformamide, to which 84 mg of potassium carbonate and 6 mg of copper iodide were added, and the mixture was stirred at 150° C. for 5 hours. The reaction solution was cooled to room temperature, to which ammonia water was added, and extracted with ethyl acetate. The organic layer was washed with saturated saline water and dried by magnesium sulfate anhydride, and the solvent was distilled off under a vacuum. The residue was refined by silica gel chromatography (hexane/ethyl acetate-based solvent), to obtain 66 mg of the subject compound.

후처리

  1. additionwere added
  2. additionwas added
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with saturated saline water
  5. dry with materialdried by magnesium sulfate anhydride
  6. distillationthe solvent was distilled off under a vacuum

출처 및 근거

ORD 기록
ord-ad69e9ff2a2d4aa7989563b8063a50aa
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07563811B2

연결된 노트

불러오는 중…