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Phenyltrimethylammonium bromide dibromide → 2-Bromo-1-(4-chlorobenzo[b]thiophen-2-yl)butan-1-one

HRID 2183644
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HRID 2183644 반응식
[Cl:1][C:2]1[C:10]2[CH:9]=[C:8]([C:11](=[O:15])[CH2:12][CH2:13][CH3:14])[S:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Br-:16].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>O1CCCC1>[Br:16][CH:12]([CH2:13][CH3:14])[C:11]([C:8]1[S:7][C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([Cl:1])[C:10]=2[CH:9]=1)=[O:15]
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참가 물질

4

반응물 2

HCID 17977687Phenyltrimethylammonium bromide dibromideHCID 224736901-(4-Chlorobenzo[b]thiophen-2-yl)butan-1-one

생성물 1

HCID 224739972-Bromo-1-(4-chlorobenzo[b]thiophen-2-yl)butan-1-one수율 148.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 1-(4-chlorobenzo[b]thiophen-2-yl)butan-1-one (0.93 g), phenyltrimethylammonium tribromide (1.47 g) and tetrahydrofuran (20 ml) was stirred under nitrogen at ambient temperature for 66 hours, then it was filtered and diluted with water (50 ml). The product was extracted into dichloromethane (3×30 ml), the combined extracts were dried (MgSO4) and the solvents were removed in vacuo. The residue was purified by flash chromatography over silica using dichloromethane as eluant. Appropriate fractions were combined and the solvents removed in vacuo to leave 2-bromo-1-(4-chlorobenzo[b]thiophen-2-yl)butan-1-one (1.07 g) which was used without further purification.

후처리

  1. filtrationit was filtered
  2. additiondiluted with water (50 ml)
  3. extractionThe product was extracted into dichloromethane (3×30 ml)
  4. dry with materialthe combined extracts were dried (MgSO4)
  5. customthe solvents were removed in vacuo
  6. customThe residue was purified by flash chromatography over silica
  7. customthe solvents removed in vacuo

출처 및 근거

ORD 기록
ord-a456adcc477d42818d7603c3c6875f78
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06900216B2

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