2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 11096910、化合物

HRID 868165ノート

反応式

HRID 868165 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][NH:8][CH:7]([C:15]([O:17][CH3:18])=[O:16])[CH2:6]2.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH:9]=[N:8][C:7]([C:15]([O:17][CH3:18])=[O:16])=[CH:6]2

参加物

4

反応物 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 5301401Methyl 1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylate

生成物 1

HCID 11096910HCID 11096910、化合物収率 47.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic acid, methyl ester (19.77 g, 78.7 mmol) in 400 ml of tetrahydrofuran, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (39.3 g, 173.1 mmol) was added. The dark solution was heated under reflux overnight. The resulting precipitate was filtered off, dissolved in 500 ml dichloromethane/water 1:1, and the pH was adjusted to 10 by means of 1N sodium hydroxide. The phases were separated, the aqueous phase extracted once with dichloromethane and the combined organic phases washed twice with 100 ml of water containing a few drops of 1N sodium hydroxide. After the drying and evaporating of the solvent, 9.20 g of the title compound was obtained; melting point 214.9° C.

後処理

  1. temperatureThe dark solution was heated
  2. temperatureunder reflux overnight
  3. filtrationThe resulting precipitate was filtered off
  4. dissolutiondissolved in 500 ml dichloromethane/water 1:1
  5. customThe phases were separated
  6. extractionthe aqueous phase extracted once with dichloromethane
  7. washthe combined organic phases washed twice with 100 ml of water containing a few drops of 1N sodium hydroxide
  8. customAfter the drying and evaporating of the solvent

出典と根拠

ORDレコード
ord-c45f6cad1ae4439db8e86825b96d7708
出典データセット
uspto-grants-1988_10
特許番号
US04777252

反応ノート

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