Water → 6(5H)-Phenanthridinone

HRID 2090542

反応式

HRID 2090542 の反応式
Br[C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5].C(=O)([O-])[O-].[Na+].[Na+].O>CC(N(C)C)=O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH:11]1[C:12]2[C:13]3[C:3](=[CH:2][CH:16]=[CH:15][CH:14]=3)[C:4](=[O:5])[NH:6][C:7]=2[CH:8]=[CH:9][CH:10]=1

参加物

6

反応物 3

HCID 962WaterHCID 10340Sodium CarbonateHCID 25126Benzamide, 2-bromo-N-phenyl-

生成物 1

HCID 18536(5H)-Phenanthridinone収率 52%

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
160 °C

実験手順

Then, in a nitrogen atmosphere, 2-bromo-N-phenylbenzamide (17.3 g, 62.7 mmol), palladium acetate (0.70 g, 3.1 mmol), and sodium carbonate (13.3 g, 125 mmol) were dissolved in dimethylacetamide (300 mL), followed by stirring and heating at 160° C. for 6 hours to cause reaction. The reaction solution was cooled to room temperature and then poured into cooled water, followed by extraction with ethyl acetate. The organic layer was dried with sodium sulfate, followed by filtration. The filtrate was concentrated using a rotary evaporator. The residue was collected by filtration and then successively washed with hexane and water. Thus, 6-phenanthridinone (6.36 g, 32.6 mmol) was obtained in a yield of 52%.

後処理

  1. customreaction
  2. temperatureThe reaction solution was cooled to room temperature
  3. additionpoured
  4. extractionfollowed by extraction with ethyl acetate
  5. dry with materialThe organic layer was dried with sodium sulfate
  6. filtrationfollowed by filtration
  7. concentrationThe filtrate was concentrated
  8. customa rotary evaporator
  9. filtrationThe residue was collected by filtration
  10. washsuccessively washed with hexane and water

出典と根拠

ORDレコード
ord-270f6ea915b6400085148bc1cbd8360a
出典データセット
uspto-grants-2013_05
特許番号
US08436173B2

関連ノート

読み込み中…