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Sodium Hydroxide → (S)-(4-Fluorophenyl)oxirane

HRID 1671471
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HRID 1671471 반응식
[OH-].[Na+].Cl[CH2:4][C@H:5]([C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1)[OH:6]>C(OCC)C>[F:13][C:10]1[CH:11]=[CH:12][C:7]([C@H:5]2[CH2:4][O:6]2)=[CH:8][CH:9]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 10012415(alphaS)-alpha-(Chloromethyl)-4-fluorobenzenemethanol

생성물 1

HCID 11228840(S)-(4-Fluorophenyl)oxirane수율 100.6%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

1.6 M aqueous sodium hydroxide solution (50 ml) was added to a solution of 2-chloro-(1S)-1-(4-fluorophenyl)ethanol (10.4 g) in diethyl ether (40 ml), and the mixture was stirred at room temperature for 5 hrs. The organic layer was separated and the aqueous layer was extracted with diethyl ether. The combined organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated to give (2S)-2-(4-fluorophenyl)oxirane (8.28 g) as a colorless oil.

후처리

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with diethyl ether
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-a2c1a25bbfbd460b93acd43a194b2fd2
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994315B2

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