Acetic Anhydride → N-(2-Methoxy-6-methylphenyl)acetamide

HRID 1351991

반응식

HRID 1351991 반응식
[CH3:1][C:2]1[C:3]([N+:10]([O-])=O)=[C:4]([O:8][CH3:9])[CH:5]=[CH:6][CH:7]=1.[O:13]1CC[CH2:15][CH2:14]1.C(OC(=O)C)(=O)C>C(O)C.[Pd].C(OCC)(=O)C>[CH3:9][O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[C:3]=1[NH:10][C:14](=[O:13])[CH3:15]

참가 물질

7

반응물 3

HCID 7918Acetic AnhydrideHCID 8028TetrahydrofuranHCID 792913-Methyl-2-nitroanisole

생성물 1

HCID 578995N-(2-Methoxy-6-methylphenyl)acetamide수율 87%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-methyl-2-nitroanisole (10.00 g, 59.8 mmol) in ethanol (60 mL)-tetrahydrofuran (60 mL) is added a 10% palladium on carbon (50% wet, 2.00 g), and the mixture is subjected to hydrogenation, and stirred at room temperature for 1.5 hour. After the reaction is completed, the reaction solution is filtered through celite, and the solvent is evaporated under reduced pressure. To a solution of the residue in ethyl acetate (110 ml) is added acetic anhydride (9.0 mL, 95.2 mmol), and the mixture is refluxed for 5 hours. The reaction solution is cooled with ice, and the precipitated solid is collected by filtration, and washed with hexane to give the title compound (9.28 g, yield: 87%).

후처리

  1. filtrationthe reaction solution is filtered through celite
  2. customthe solvent is evaporated under reduced pressure
  3. temperaturethe mixture is refluxed for 5 hours
  4. temperatureThe reaction solution is cooled with ice
  5. filtrationthe precipitated solid is collected by filtration
  6. washwashed with hexane

출처 및 근거

ORD 기록
ord-a8980aba367247a4b77abe9594e32bea
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07217724B2

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