4-Ethylaniline → 4-Ethyl-3-nitroaniline

HRID 400370

反応式

HRID 400370 の反応式
[N+:1]([O-:4])([O-])=[O:2].[NH4+].[CH2:6]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[CH3:7]>S(=O)(=O)(O)O>[CH2:6]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][C:9]=1[N+:1]([O-:4])=[O:2])[CH3:7]

参加物

4

反応物 2

HCID 115044-EthylanilineHCID 22985Ammonium nitrate

生成物 1

HCID 227086804-Ethyl-3-nitroaniline収率 75.2%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

Ammonium nitrate (39.6 g, 0.49 mol) is added portionwise to a chilled (ice-bath) solution of 4-ethylaniline (20 g, 0.16 mol) in concentrated sulfuric acid (100 ml), maintaining the temperature at −10° C. to 0° C. by external cooling. The reaction mixture is stirred for two hours, then poured onto crushed ice, and the precipitate is collected by filtration. The solid is taken up in water, the solution made neutral by addition of dilute aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic extracts are combined, dried over anhydrous sodium sulfate, filtered and the filtrate is evaporated in vacuo to give 4-ethyl-3-nitroaniline (20 g).

後処理

  1. temperaturemaintaining the temperature at −10° C. to 0° C. by external cooling
  2. additionpoured
  3. customonto crushed ice
  4. filtrationthe precipitate is collected by filtration
  5. additionthe solution made neutral by addition of dilute aqueous sodium hydroxide solution
  6. extractionextracted with ethyl acetate
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. customthe filtrate is evaporated in vacuo

出典と根拠

ORDレコード
ord-51c3f79fa02d4b639849483dca94e215
出典データセット
uspto-grants-2014_06
特許番号
US08741806B2

関連ノート

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