Nitroethane → 1-Chloro-2-nitro-4-[(1E)-2-nitro-1-propen-1-yl]benzene

HRID 2382610ノート

反応式

HRID 2382610 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[Cl:12])[CH:7]=O)([O-:3])=[O:2].C([O-])(=O)C.[NH4+].[N+:18]([CH2:21][CH3:22])([O-:20])=[O:19]>C(Cl)Cl>[Cl:12][C:11]1[CH:10]=[CH:9][C:6](/[CH:7]=[C:21](/[N+:18]([O-:20])=[O:19])\[CH3:22])=[CH:5][C:4]=1[N+:1]([O-:3])=[O:2]

参加物

5

反応物 3

HCID 6587NitroethaneHCID 855054-Chloro-3-nitrobenzaldehydeHCID 517165Ammonium Acetate

生成物 1

HCID 137762661-Chloro-2-nitro-4-[(1E)-2-nitro-1-propen-1-yl]benzene

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

A stirred mixture of 3-Nitro-4-chlorobenzaldehyde (10 g, 53.89 mmol), ammonium acetate (1.39 g, 18 mmol) and nitroethane (31.3 ml, 432 mmol) is heated at reflux (80° C.) overnight. After cooling to room temperature the reaction mixture is concentrated if vacuo to give a solid which is dissolved in DCM (200 ml) and washed with water (3×200 ml), followed by brine (200 ml). The organic portion is dried over MgSO4, filtered and concentrated in vacuo to afford the title compound as an orange solid.

後処理

  1. temperatureis heated
  2. temperatureAfter cooling to room temperature the reaction mixture
  3. concentrationis concentrated if vacuo
  4. customto give a solid which
  5. washwashed with water (3×200 ml)
  6. dry with materialThe organic portion is dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d01c4645e48d4893b364a106fc13dade
出典データセット
uspto-grants-2012_09
特許番号
US08263585B2

反応ノート

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