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Acetic Acid → 2,4-Bis(propan-2-yl)aniline

HRID 586677
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HRID 586677 반응식
[Sn].[CH:2]([C:5]1[CH:10]=[C:9]([CH:11]([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[N+:14]([O-])=O)([CH3:4])[CH3:3].Cl.C(O)(=O)C>CCOCC>[CH:2]([C:5]1[CH:10]=[C:9]([CH:11]([CH3:13])[CH3:12])[CH:8]=[CH:7][C:6]=1[NH2:14])([CH3:4])[CH3:3]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 5352426Tin atomHCID 223357262,4-Diisopropyl-1-nitrobenzene

생성물 1

HCID 127501082,4-Bis(propan-2-yl)aniline

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
100 °C

실험 절차

Mossey Tin (22 g, 184.5 mmol) was added to a solution of Intermediate 32 (25 g, 120 mmol), followed by conc. HCl (150 mL). After heating at 100° C. for 1 hour, acetic acid (50 mL) was added to the mixture and it was heated for another 30 minutes. After stirring at room temperature overnight, the reaction mixture was diluted with ether (500 mL), washed with water (50 mL) and transferred to a 500 mL beaker. Solid potassium carbonate was carefully added until all acids were quenched (˜80 g). The mixture was then extracted with ether (3×100 mL), washed with brine (1×20 mL), dried (Na2SO4) and concentrated to give the title compound in a crude form as a brown oil that was taken to the next step without further purification:

후처리

  1. temperaturewas heated for another 30 minutes
  2. washwashed with water (50 mL)
  3. additionSolid potassium carbonate was carefully added until all acids
  4. customwere quenched (˜80 g)
  5. extractionThe mixture was then extracted with ether (3×100 mL)
  6. washwashed with brine (1×20 mL)
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-adbb901b9053474598c0081109eb7756
출처 데이터셋
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06936636B2

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