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

HRID 229682ノート

反応式

HRID 229682 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ad69e9ff2a2d4aa7989563b8063a50aa
出典データセット
uspto-grants-2009_07
特許番号
US07563811B2

反応ノート

読み込み中…