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Sodium Hydroxide → (2S)-2-(4-bromophenyl)oxirane

HRID 1091355
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HRID 1091355 반응식
[OH-].[Na+].Br[CH2:4][C@H:5]([C:7]1[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][CH:8]=1)[OH:6]>C(OCC)C>[Br: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 11097916(s)-2-Bromo-1-(4-bromophenyl)ethanol

생성물 1

HCID 12163514(2S)-2-(4-bromophenyl)oxirane수율 100.5%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Aqueous sodium hydroxide (1M, 400 ml) was added to 2-bromo-(1S)-1-(4-bromophenyl)ethanol (77.0 g) in diethyl ether (400 ml) and stirred at room temperature for 5 hours. The organic layer was separated and aqueous layer was extracted with ether. The combined organic layer was washed with brine and dried over anhydrous sodium sulfate. Removal of the solvent yielded (2S)-2-(4-bromophenyl) oxirane (55.0 g) as a pale brown oil.

후처리

  1. customThe organic layer was separated
  2. extractionaqueous layer was extracted with ether
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-339c6f5186ae4c92b386345a07b37205
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08129377B2

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