Ethanol → 1-(2-Ethoxyethyl)-1,2-phenylenediamine

HRID 637011

反応式

HRID 637011 の反応式
C(OCC[NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O)C.C(O)C.[OH-].[Na+].[C:21]([O:24][CH2:25][CH3:26])(=O)[CH3:22]>O.[Zn]>[CH2:21]([O:24][CH2:25][CH2:26][C:7]1([NH2:6])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]1[NH2:13])[CH3:22]

参加物

7

反応物 4

HCID 702EthanolHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 13623317N-(2-Ethoxyethyl)-2-nitroaniline

生成物 1

HCID 698342721-(2-Ethoxyethyl)-1,2-phenylenediamine

試薬・触媒・溶媒 2

HCID 23994Zinc触媒2 回HCID 962Water溶媒

実験手順

Combine N-(2-ethoxyethyl)-2-nitroaniline (85.4 g, 406 mmol) and ethanol (300 mL). Add a solution of sodium hydroxide (6 g) in water (60 mL). Heat to reflux. Remove the heating and add portionwise zinc metal (106 g, 1.62 mol) at a rate such that the reaction is maintained at reflux. After the addition of zinc metal is complete stir for 30 minutes. Filter the reaction mixture and rinse with water. Extract the filtrate three times with ethyl acetate. Dry the combined organic layers over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with ethyl acetate to give 1-(2-ethoxyethyl)-1,2-phenylenediamine.

後処理

  1. temperatureHeat to reflux
  2. customRemove the heating and
  3. temperatureis maintained
  4. temperatureat reflux
  5. filtrationFilter the reaction mixture
  6. washrinse with water
  7. extractionExtract the filtrate three times with ethyl acetate
  8. dry with materialDry the combined organic layers over Na2SO4
  9. filtrationfilter
  10. customevaporate in vacuo
  11. customto give a residue

出典と根拠

ORDレコード
ord-d2fa34647c824c04bebadaa385bf69df
出典データセット
uspto-grants-2001_02
特許番号
US06194406B1

関連ノート

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