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Potassium Hydroxide → (3-cyclopropyl-2-oxo-4-phenyl-2,3-dihydro-1H-imidazol-1-yl)-acetic acid

HRID 660874
ノート
印刷プレビュー

反応式

HRID 660874 の反応式
C([O:3][C:4](=[O:21])[CH2:5][N:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]([CH:17]2[CH2:19][CH2:18]2)[C:7]1=[O:20])C.[OH-].[K+]>CO>[CH:17]1([N:8]2[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:10][N:6]([CH2:5][C:4]([OH:21])=[O:3])[C:7]2=[O:20])[CH2:19][CH2:18]1
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 14797Potassium HydroxideHCID 58012047Ethyl(3-cyclopropyl-2-oxo-4-phenyl-2,3-dihydro-1H-imidazol-1-yl)-acetate

生成物 1

HCID 58011929(3-cyclopropyl-2-oxo-4-phenyl-2,3-dihydro-1H-imidazol-1-yl)-acetic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

350 mg (1.222 mmol) of ethyl (3-cyclopropyl-2-oxo-4-phenyl-2,3-dihydro-1H-imidazol-1-yl)-acetate from Example 123A are placed in 2 ml methanol, treated with 0.5 ml 20% aqueous potassium hydroxide and stirred for two hours at room temperature. The methanol is removed on the rotary evaporator, and the residue acidified with 2 N hydrochloric acid and extracted with dichloromethane. The organic phase is separated, dried over sodium sulphate and concentrated. It is purified by flash chromatography on silica gel (eluent: dichloromethane/methanol first 50:1, then 25:1). 166 mg (53% of theory) of the target compound are thus obtained.

後処理

  1. customThe methanol is removed on the rotary evaporator
  2. extractionextracted with dichloromethane
  3. customThe organic phase is separated
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. customIt is purified by flash chromatography on silica gel (eluent
  7. custom166 mg (53% of theory) of the target compound are thus obtained

出典と根拠

ORDレコード
ord-608f94493d8842799ce01cbdc6d1876b
出典データセット
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08084481B2

反応ノート

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