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

HRID 2211905

反応式

HRID 2211905 の反応式
[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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a8ed8df5827746f9acc16b6f99be2e3e
出典データセット
uspto-grants-2006_09
特許番号
US07101886B2

関連ノート

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