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Acetyl chloride → N-(2-Acetylphenyl)acetamide

HRID 711386
ノート
印刷プレビュー

反応式

HRID 711386 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].CCN(CC)CC.[C:18](Cl)([CH3:20])=[O:19]>C(Cl)Cl>[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:18](=[O:19])[CH3:20])(=[O:10])[CH3:9]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 110862'-Aminoacetophenone

生成物 1

HCID 21306N-(2-Acetylphenyl)acetamide収率 92%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a white suspension of 1-(2-aminophenyl)ethanone (25 g, 185 mmol) and Et3N (33.4 mL, 240 mmol) in DCM at 0° C. was added dropwise AcCl (15.70 mL, 222 mmol) in 25 mL DCM. The reaction mixture was then stirred at r.t. for 2 h. After the reaction went to completion as monitored by LC-MS, the reaction mixture was cooled to 0° C., and was then quenched with H2O (100 mL). The organic phase was isolated; the aqueous layer was extracted with DCM. The organic phases were combined, and washed with H2O and brine. The resulting organic phase was dried over anhydrous MgSO4, filtered and concentrated to dryness to give crude N-(2-acetylphenyl)acetamide, which was used in the next step without further purification (30 g, yield 92%). MS (m/z): 136 (M+H)+.

後処理

  1. temperaturethe reaction mixture was cooled to 0° C.
  2. customwas then quenched with H2O (100 mL)
  3. customThe organic phase was isolated
  4. extractionthe aqueous layer was extracted with DCM
  5. washwashed with H2O and brine
  6. dry with materialThe resulting organic phase was dried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-28b2d8d4234a40a79511382c18032086
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181264B2

反応ノート

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