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Water → HCID 67257850, 화합물

HRID 2371054
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HRID 2371054 반응식
[Br:1][C:2]1[S:3][C:4]([Br:13])=[CH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Li+].[CH3:15][CH:16]([N-]C(C)C)C.O1CC1.O>C1COCC1>[Br:13][C:4]1[S:3][C:2]([Br:1])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:5]=1[CH2:15][CH3:16]
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참가 물질

6

반응물 4

HCID 962WaterHCID 6354Ethylene OxideHCID 2724682Lithium diisopropylamideHCID 45712422,5-Dibromo-3-phenylthiophene

생성물 1

HCID 67257850HCID 67257850, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-65 °C

실험 절차

To a solution of 2,5-dibromo-3-phenylthiophene (2.54 g, 8.0 mmol) in dry THF (30 mL) at −65° C. was added LDA (8.8 mmol) dropwise. After stirring for 30 min at −65° C., oxirane (20.0 mmol) was added and the reaction was stirred for 2 h. The reaction mixture was then warmed to room temperature and water was added. The resulting mixture was extracted with EtOAc (3×100 mL), washed with brine, and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the title compound.

후처리

  1. stirringthe reaction was stirred for 2 h
  2. temperatureThe reaction mixture was then warmed to room temperature
  3. extractionThe resulting mixture was extracted with EtOAc (3×100 mL)
  4. washwashed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationAfter filtration and concentration
  7. customthe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-39eb8b49baed460d91e9b42f5f840ba0
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08710245B2

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