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

HRID 1096823

反応式

HRID 1096823 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 168393,5-Dichloro-4-hydroxybenzaldehyde収率 22%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-771dbcb00c9447bc92e7895d8fa37ff7
出典データセット
uspto-grants-2012_03
特許番号
US08138340B2

関連ノート

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