Water → 3-(2-Naphthylcarbonyl)-5,5-diphenylimidazolidine-2,4-dione

HRID 896576

反応式

HRID 896576 の反応式
[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:11][C:10](=[O:12])[NH:9][C:8]2=[O:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][C:23]=1[C:32](Cl)=[O:33].O>O1CCCC1.C(OCC)(=O)C>[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][C:23]=1[C:32]([N:9]1[C:8](=[O:13])[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:11][C:10]1=[O:12])=[O:33]

参加物

7

反応物 4

HCID 962WaterHCID 17755,5-DiphenylhydantoinHCID 24758Sodium hydrideHCID 752462-Naphthoyl chloride

生成物 1

HCID 98014423-(2-Naphthylcarbonyl)-5,5-diphenylimidazolidine-2,4-dione収率 54.7%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.5 g of 5,5-diphenylimidazolidine-2,4-dione was dissolved in tetrahydrofuran (5 mL), and sodium hydride (60%, in oil) (87 mg) was added at 0° C. under ice-cooling. After stirred for 30 minutes, 2-naphthoyl chloride (415 mg) was added at 0° C., followed by stirring at room temperature for 2.5 hours. After water was carefully added, ethyl acetate (200 mL) was added, and the layers were separated. The resulting organic layer was washed with a saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was distilled off. Further purification by silica gel chromatography (hexane:ethyl acetate=3:1) afforded white crystals. The resulting fraction was recrystallized from isopropyl ether (IPE) to obtain 441 mg of white crystals.

後処理

  1. temperaturecooling
  2. stirringby stirring at room temperature for 2.5 hours
  3. customthe layers were separated
  4. washThe resulting organic layer was washed with a saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customFurther purification by silica gel chromatography (hexane:ethyl acetate=3:1)
  8. customafforded white crystals
  9. customThe resulting fraction was recrystallized from isopropyl ether (IPE)

出典と根拠

ORDレコード
ord-2dd12f52a86747dbad6fa52122749330
出典データセット
uspto-grants-2005_07
特許番号
US06919365B2

関連ノート

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