2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-Acetyl-7-(benzyloxy)quinolin-2(1H)-one

HRID 969459ノート

反応式

HRID 969459 の反応式
[C:1]([C:4]1[CH:13]=[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][C:8](=[O:22])[NH:9]2)(=[O:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[C:1]([C:4]1[CH:13]=[C:12]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](=[O:22])[NH:9]2)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 210728505-acetyl-7-benzyloxy-3,4-dihydro-1H-quinolin-2-one

生成物 1

HCID 210728495-Acetyl-7-(benzyloxy)quinolin-2(1H)-one

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

13.0 g (44 mmol) 5-acetyl-7-benzyloxy-3,4-dihydro-1H-quinolin-2-one are suspended in 130 mL dioxane and combined with 15.0 g (66 mmol) 2,3-dichloro-5,6-dicyanobenzoquinone. The mixture is refluxed for 30 minutes, cooled to ambient temperature and stirred for a further 2 hours. The solid is filtered off, washed with dioxane and dissolved in 600 mL dichloromethane/methanol (9:1). The solution is washed with sodium hydrogen carbonate solution, dried with sodium sulphate and evaporated down. Then the residue is suspended in methanol, filtered and dried.

後処理

  1. temperatureThe mixture is refluxed for 30 minutes
  2. filtrationThe solid is filtered off
  3. washwashed with dioxane
  4. dissolutiondissolved in 600 mL dichloromethane/methanol (9:1)
  5. washThe solution is washed with sodium hydrogen carbonate solution
  6. dry with materialdried with sodium sulphate
  7. customevaporated down
  8. filtrationfiltered
  9. customdried

出典と根拠

ORDレコード
ord-132ffd4a82154e4fb6c268bce98fffc0
出典データセット
uspto-grants-2007_12
特許番号
US07307076B2

反応ノート

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