5-Chloro-2-methylaniline → N-(5-Chloro-2-methylphenyl)acetamide

HRID 2211905

반응식

HRID 2211905 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:9])=[C:6]([NH2:8])[CH:7]=1.C(N(CC)CC)C.[C:17](OC(=O)C)(=[O:19])[CH3:18]>C1COCC1.O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:9])=[C:6]([NH:8][C:17](=[O:19])[CH3:18])[CH:7]=1

참가 물질

7

반응물 3

HCID 72605-Chloro-2-methylanilineHCID 7918Acetic AnhydrideHCID 8471Triethylamine

생성물 1

HCID 80000N-(5-Chloro-2-methylphenyl)acetamide

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

5-Chloro-2-methyl-phenylamine (50 g, 353.11 mmol) was dissolved in dry THF (500 mL) followed by addition of triethylamine (61.53 mL, 441.39 mmol) and the whole heated to 60° C. To the stirring solution at 60° C. was added dropwise a solution of acetic anhydride (50 ml, 529.66 mmol) in dry THF (100 mL) and the reaction was stirred at 60° C. overnight. Upon cooling, the reaction was diluted with H2O (500 mL), ethyl acetate (250 mL) and the layers separated. The organics were washed with H2O (250 mL), 1N HCl (250 mL), sat Na2CO3 (250 mL), brine (250 mL), dried (MgSO4) and concentrated to a solid (59.67 g, 324.97 mmol).

후처리

  1. temperatureUpon cooling
  2. customthe layers separated
  3. washThe organics were washed with H2O (250 mL), 1N HCl (250 mL)
  4. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-a8ed8df5827746f9acc16b6f99be2e3e
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07101886B2

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