Water → 2-cyclobutyl-2-hydroxy-2-phenylacetic acid

HRID 1107394노트

반응식

HRID 1107394 반응식
[CH:1]1([C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)([OH:8])[C:6]#C)[CH2:4][CH2:3][CH2:2]1.[Mn]([O-])(=O)(=O)=[O:16].[K+].S([O-])([O-])=O.[Na+].[Na+].[OH2:27]>>[CH:1]1([C:5]([OH:8])([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]([OH:16])=[O:27])[CH2:4][CH2:3][CH2:2]1

참가 물질

5

반응물 4

HCID 962WaterHCID 24437Sodium SulfiteHCID 516875Potassium PermanganateHCID 15030052HCID 15030052, 화합물2회

생성물 1

HCID 108890462-cyclobutyl-2-hydroxy-2-phenylacetic acid수율 36.8%

실험 절차

To 1-cyclobutyl-1-phenyl-2-propin-1-ol (Compound (10), 5.80 g), water (20 ml) was added. Under stirring, an aqueous solution (300 ml) of potassium permanganate (14.0 g) was added dropwise to the resulting mixture at 0° C., followed by vigorous stirring for further 2 hours. Sodium sulfite was added to the reaction mixture at room temperature. The precipitate so obtained was filtered through Celite and the filtrate was extracted with ether. The organic layer was dried over anhydrous sodium sulfate. The solvent was then removed under reduced pressure. The residue was recrystallized from ethyl acetate-hexane to obtain the title compound (2.36 g, 36.8%)) as colorless prism.

후처리

  1. stirringby vigorous stirring for further 2 hours
  2. customThe precipitate so obtained
  3. filtrationwas filtered through Celite
  4. extractionthe filtrate was extracted with ether
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customThe solvent was then removed under reduced pressure
  7. customThe residue was recrystallized from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-4f5ee957953e477b9e62818f4f7ef8e3
출처 데이터셋
uspto-grants-2000_05
특허 번호
US06060485

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