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

HRID 637011

반응식

HRID 637011 반응식
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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매2회HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d2fa34647c824c04bebadaa385bf69df
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06194406B1

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