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

HRID 660874
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반응식

HRID 660874 반응식
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
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 58012047Ethyl(3-cyclopropyl-2-oxo-4-phenyl-2,3-dihydro-1H-imidazol-1-yl)-acetate

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-608f94493d8842799ce01cbdc6d1876b
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084481B2

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