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

HRID 1351991ノート

反応式

HRID 1351991 の反応式
[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]

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-a8980aba367247a4b77abe9594e32bea
出典データセット
uspto-grants-2007_05
特許番号
US07217724B2

反応ノート

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