3-Chloro-2-methylaniline → N-(3-chloro-2-methylphenyl)acetamide

HRID 2102024

反応式

HRID 2102024 の反応式
[Cl:1][C:2]1[C:3]([CH3:9])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[C:10](OC(=O)C)(=[O:12])[CH3:11]>CCO>[Cl:1][C:2]1[C:3]([CH3:9])=[C:4]([NH:5][C:10](=[O:12])[CH3:11])[CH:6]=[CH:7][CH:8]=1

参加物

4

反応物 2

HCID 68943-Chloro-2-methylanilineHCID 7918Acetic Anhydride

生成物 1

HCID 81969N-(3-chloro-2-methylphenyl)acetamide収率 96%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 3-chloro-2-methylaniline (9.0 g, 63.56 mmol) in EtOH (75 mL) was treated with acetic anhydride (7.2 mL, 76.31 mmol) and the resulting mixture was stirred at rt for 3 h. Concentration was followed by crystallization from hexanes/EtOAc (1:3) to afford 11.2 g of the title compound: 1H NMR (300 MHz, DMSO-d6) δ 9.52 (s, 1H), 7.30-7.23 (m, 2H), 7.17-7.13 (m, 1H), 2.18 (s, 3H), 2.06 (s, 3H).

後処理

  1. concentrationConcentration
  2. customwas followed by crystallization from hexanes/EtOAc (1:3)

出典と根拠

ORDレコード
ord-5fd8a561f3a24ccd91e18344ba9e5335
出典データセット
uspto-grants-2009_08
特許番号
US07572820B2

関連ノート

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