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5-Acetyl-2-bromopyridine → 2-bromo-1-(6-bromopyridin-3-yl)ethanone

HRID 1670539
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HRID 1670539 반응식
[Br-:1].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[C:22]([C:25]1[CH:26]=[CH:27][C:28]([Br:31])=[N:29][CH:30]=1)(=[O:24])[CH3:23]>C1COCC1>[Br:1][CH2:23][C:22]([C:25]1[CH:30]=[N:29][C:28]([Br:31])=[CH:27][CH:26]=1)=[O:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 156681955-Acetyl-2-bromopyridineHCID 21124087Pyridiniumtribromide

생성물 1

HCID 108502672-bromo-1-(6-bromopyridin-3-yl)ethanone수율 206.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Add pyridinium tribromide (7 g, 22 mmol) to a solution of 5-acetyl-2-bromo-pyridine (4 g, 20 mmol) in THF (100 mL) at room temperature. Stir the mixture for 16 h at ambient temperature under a nitrogen atmosphere. Quench the mixture with saturated aqueous NaHCO3 (50 mL, pH at 7.8). Extract the mixture with EtOAc (150 mL). Wash the organic layer with brine (50 mL) and concentrate in vacuo to obtain the desired intermediate as a dark brown oil (11.5 g) that was used without further purification. MS (ES+) m/z: 280.0 (M+H)+.

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후처리

  1. customQuench the mixture with saturated aqueous NaHCO3 (50 mL
  2. extractionExtract the mixture with EtOAc (150 mL)
  3. washWash the organic layer with brine (50 mL)
  4. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-324ef88093034357ade38b42b7370446
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994163B2

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