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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-((Propan-2-yl)amino)benzaldehyde

HRID 3146
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HRID 3146 반응식
[CH:1]([NH:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][OH:8])([CH3:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[CH:1]([NH:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8])([CH3:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 10797123[2-(Propan-2-ylamino)phenyl]methanol

생성물 1

HCID 110410352-((Propan-2-yl)amino)benzaldehyde수율 80.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 9.6 g of 2-isopropylaminobenzyl alcohol in 200 ml of dioxane was added 13.2 g of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in several portions, followed by stirring for an hour. The solvent was evaporated, the reaction solution was concentrated, and methylene chloride was added thereto, followed by filtration. The filtrate was concentrated, and the resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to give 7.6 g of 2-isopropylaminobenzaldehyde.

후처리

  1. customThe solvent was evaporated
  2. concentrationthe reaction solution was concentrated
  3. additionmethylene chloride was added
  4. filtrationfollowed by filtration
  5. concentrationThe filtrate was concentrated
  6. customthe resulting oily substance was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-8547a040ad9a425c98f22d4b4c6c403c
출처 데이터셋
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05733917

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