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Diammonium cerium nitrate → 4,4-Dimethyl-1,3(2H,4H)-isoquinolinedione

HRID 1370569
ノート
印刷プレビュー

反応式

HRID 1370569 の反応式
COC1C=CC(C[N:8]2[C:17](=[O:18])[C:16]([CH3:20])([CH3:19])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:21])=CC=1.[N+]([O-])([O-])=O.[Ce+3].[NH4+].[NH4+].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O>C(#N)C.O>[CH3:19][C:16]1([CH3:20])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:21])[NH:8][C:17]1=[O:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14029277Diammonium cerium nitrateHCID 185109392-[(4-Methoxyphenyl)methyl]-4,4-dimethyl-1,3(2H,4H)-isoquinolinedione

生成物 1

HCID 3380304,4-Dimethyl-1,3(2H,4H)-isoquinolinedione収率 297%

試薬・触媒・溶媒 1

HCID 18373917Acetonitrile--water (1/1)溶媒

実験手順

The compound (6.0 g) obtained in step (b) just above was dissolved in a mixed solvent (acetonitrile:water 4:1) (40 ml). Diammonium cerium nitrate (26.6 g) was added to the solution. The mixture was stirred at room temperature for 3 hr. The reaction solution was extracted with ethyl acetate. The organic layer was then dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under the reduced pressure. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=8:2) to give 4,4-dimethyl-4H-isoquinoline-1,3-dione (10.9 g).

後処理

  1. extractionThe reaction solution was extracted with ethyl acetate
  2. dry with materialThe organic layer was then dried over anhydrous magnesium sulfate
  3. customThe solvent was then removed by distillation under the reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (hexane:ethyl acetate=8:2)

出典と根拠

ORDレコード
ord-3944a70fab324a0f8f6c5c581df1f809
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06583144B2

反応ノート

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