1,3-Diazaspiro[4.5]decane-2,4-dione → HCID 22351158、化合物

HRID 896606ノート

反応式

HRID 896606 の反応式
[CH2:1]1[CH2:6][CH2:5][C:4]2([NH:12][C:10](=[O:11])[NH:9][C:7]2=[O:8])[CH2:3][CH2:2]1.[H-].[Na+].[C:15]1([C:25](Cl)=[O:26])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1>O1CCCC1>[C:15]1([C:25]([N:9]2[C:7](=[O:8])[C:4]3([CH2:3][CH2:2][CH2:1][CH2:6][CH2:5]3)[NH:12][C:10]2=[O:11])=[O:26])[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 127991,3-Diazaspiro[4.5]decane-2,4-dioneHCID 24758Sodium hydrideHCID 701461-Naphthalenecarbonyl chloride

生成物 1

HCID 22351158HCID 22351158、化合物収率 48.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5,5-Pentamethylenehydantoin (2.00 g) was dissolved in tetrahydrofuran (10 mL), and sodium hydride (60%, in oil) (0.49 g) was added at 0° C. under ice-cooling. After stirred for 30 minutes, 1-naphthoyl chloride (2.33 g) was added at 0° C., and the mixture was stirred at room temperature overnight. After the solvent was distilled off, ethyl acetate (100 mL) was added to the reaction solution, and the solution was washed with 1N hydrochloric acid, an aqueous saturated sodium bicarbonate solution and a saturated brine in turn. After drying over anhydrous magnesium sulfate, the solvent was distilled off to obtain the white solid. Further recrystallization with IPE and ethyl acetate afforded 1.87 g of white crystals.

後処理

  1. temperaturecooling
  2. stirringthe mixture was stirred at room temperature overnight
  3. distillationAfter the solvent was distilled off
  4. additionethyl acetate (100 mL) was added to the reaction solution
  5. washthe solution was washed with 1N hydrochloric acid
  6. dry with materialAfter drying over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customto obtain the white solid
  9. customFurther recrystallization with IPE and ethyl acetate

出典と根拠

ORDレコード
ord-32fdaca3e49f466ab77ba57075de0ee1
出典データセット
uspto-grants-2005_07
特許番号
US06919365B2

反応ノート

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