Water → (S)-4-Isopropylimidazolidin-2-one

HRID 2401264ノート

反応式

HRID 2401264 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][CH:8]([C@@H:10]1[NH:14][C:13](=[O:15])[NH:12][C:11]1=O)[CH3:9].O.[OH-].[Na+]>C(OCC)C.C(O)C.C1COCC1>[CH3:7][CH:8]([C@H:10]1[CH2:11][NH:12][C:13](=[O:15])[NH:14]1)[CH3:9]

参加物

8

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 853633AC1LgxvoHCID 21226445Aluminium lithium hydride

生成物 1

HCID 24808374(S)-4-Isopropylimidazolidin-2-one収率 32.9%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of lithium aluminum hydride (290 mg) in diethyl ether (20 mL) was added (5S)-5-(propan-2-yl)imidazolidine-2,4-dione (540 mg) while cooling in ice, and the mixture was stirred at room temperature overnight. After cooling in ice, water (1 mL), 4M aqueous sodium hydroxide solution (1 mL), THF (15 mL) and ethanol (2 mL) were added thereto, and the resulting mixture was stirred at room temperature for 10 min. After filtration through Celite (registered trademark), the filtrate was concentrated under reduced pressure to afford (4S)-4-(propan-2-yl)imidazolidin-2-one (160 mg).

後処理

  1. temperaturewhile cooling in ice
  2. temperatureAfter cooling in ice
  3. stirringthe resulting mixture was stirred at room temperature for 10 min
  4. filtrationAfter filtration through Celite (registered trademark)
  5. concentrationthe filtrate was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-a0f901b1a0fb4c018c91ba77d1b9eaeb
出典データセット
uspto-grants-2014_08
特許番号
US08796272B2

反応ノート

読み込み中…