Water → N-(3-Oxo-3-phenylpropyl)methanesulfonamide

HRID 1881242ノート

反応式

HRID 1881242 の反応式
[CH3:1][S:2]([NH2:5])(=[O:4])=[O:3].[H-].[Na+].Cl[CH2:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12].O>CN(C=O)C>[CH3:1][S:2]([NH:5][CH2:9][CH2:10][C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:12])(=[O:4])=[O:3]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 702953-ChloropropiophenoneHCID 72879Methanesulfonamide

生成物 1

HCID 57423897N-(3-Oxo-3-phenylpropyl)methanesulfonamide収率 21.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Methane sulfonamide (0.476 g, 5.00 mmol) was dissolved in DMF (10 mL), and to the solution was added 60% sodium hydride (0.275 g, 5.00 mmol), and the mixture was stirred in a water bath for 20 minutes. To the reaction mixture was added 3-chloropropiophenone (843 mg, 5.00 mol). The mixture was stirred in a water bath for one hour, and further stirred at room temperature for 15 hours. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=20/1) to give 3-(methylsulfonylamino)propiophenone (240 mg, 21%).

後処理

  1. stirringThe mixture was stirred in a water bath for one hour
  2. stirringfurther stirred at room temperature for 15 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (chloroform/methanol=20/1)

出典と根拠

ORDレコード
ord-d7e309559be24c4a949981df1b16f3b5
出典データセット
uspto-grants-2012_11
特許番号
US08318782B2

反応ノート

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