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

HRID 238929

반응식

HRID 238929 반응식
[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]

참가 물질

5

반응물 2

HCID 7468p-AminoacetophenoneHCID 31297Methanesulfonyl chloride

생성물 1

HCID 684083N-(4-acetylphenyl)methanesulfonamide수율 95%

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ce529ee51da142f182b51d887ecae8d4
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642657B2

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