p-Aminoacetophenone → N-(4-acetylphenyl)methanesulfonamide

HRID 238929

反応式

HRID 238929 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[CH3:11][S:12](Cl)(=[O:14])=[O:13]>N1C=CC=CC=1.O>[CH3:11][S:12]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1)(=[O:14])=[O:13]

参加物

5

反応物 2

HCID 7468p-AminoacetophenoneHCID 31297Methanesulfonyl chloride

生成物 1

HCID 684083N-(4-acetylphenyl)methanesulfonamide収率 95%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

A cooled solution of 4′-aminoacetophenon (10 mmol) in pyridine (10 mL) at 0° C. was treated with methanesulfonyl chloride (15 mmol) and stirred at room temperature for 2 h. The reaction mixture was diluted with H2O and extracted with EtOAc several times. The combined organic layers were washed with H2O and brine, dried over MgSO4, filtered, and the filtrate was concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using EtOAc:hexanes to afford 4′-(Methylsulfonylamino)acetophenone (13-5, LJO-298).

後処理

  1. extractionextracted with EtOAc several times
  2. washThe combined organic layers were washed with H2O and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel

出典と根拠

ORDレコード
ord-ce529ee51da142f182b51d887ecae8d4
出典データセット
uspto-grants-2014_02
特許番号
US08642657B2

関連ノート

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