2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 3,5-Dichloro-4-hydroxybenzaldehyde

HRID 1096823

반응식

HRID 1096823 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[C:4]([Cl:10])[C:3]=1[OH:11].C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[C:4]([Cl:10])[C:3]=1[OH:11])[CH:8]=[O:9]

참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 176409Benzenemethanol, 3,5-dichloro-4-hydroxy-

생성물 1

HCID 168393,5-Dichloro-4-hydroxybenzaldehyde수율 22%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

2,6-Dichloro-4-hydroxymethylphenol (3.56 g, 18.4 mmol) was dissolved in dioxane, and DDQ (4.19 g, 18.4 mmol) was added. The reaction mixture was stirred at rt overnight. The solvents were removed under reduced pressure. The residue was diluted with CH2Cl2, and the mixture was filtered. The filtrate was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Crystallization from EtOAc yielded the title compound (0.77 g, 22%). LC-MS: tR=0.82 min.

후처리

  1. customThe solvents were removed under reduced pressure
  2. additionThe residue was diluted with CH2Cl2
  3. filtrationthe mixture was filtered
  4. dry with materialThe filtrate was dried over MgSO4
  5. filtrationfiltered
  6. customthe solvents were removed under reduced pressure
  7. customCrystallization from EtOAc

출처 및 근거

ORD 기록
ord-771dbcb00c9447bc92e7895d8fa37ff7
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08138340B2

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