1,4-Dioxane → 5-Chloro-4-methoxy-2-nitroaniline

HRID 567742ノート

反応式

HRID 567742 の反応式
[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([NH:8]C(=O)C)[CH:7]=1.O1CCOCC1>Cl>[Cl:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([N+:12]([O-:14])=[O:13])=[C:6]([CH:7]=1)[NH2:8]

参加物

4

反応物 2

HCID 312751,4-DioxaneHCID 27806535'-Chloro-4'-methoxy-2'-nitroacetanilide

生成物 1

HCID 101043255-Chloro-4-methoxy-2-nitroaniline

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
60 °C

実験手順

To a solution of N-(5-chloro-4-methoxy-2-nitrophenyl)-acetamide (2 g, 8.2 mmol) in 5N HCl (20 mL) is added 1,4-dioxane (10 mL), and the mixture is stirred at 60° C. for 1.5 hours. The reaction mixture is concentrated and partitioned between EtOAc/2N NaOH. The aqueous layers are washed with EtOAc (3×), brine, dried (MgSO4), adsorbed onto silica gel, and chromatographed (70% EtOAc/hexanes) to provide an orange powder.

後処理

  1. concentrationThe reaction mixture is concentrated
  2. custompartitioned between EtOAc/2N NaOH
  3. washThe aqueous layers are washed with EtOAc (3×), brine
  4. dry with materialdried (MgSO4)
  5. customchromatographed (70% EtOAc/hexanes)
  6. customto provide an orange powder

出典と根拠

ORDレコード
ord-368c2d8e23ad4d4eb75a57a95c8ecec9
出典データセット
uspto-grants-2001_01
特許番号
US06180632B2

反応ノート

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