Ethanone, 1-(2,5-dichlorophenyl)- → 2-Bromo-1-(2,5-dichlorophenyl)ethanone

HRID 131149

반응식

HRID 131149 반응식
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[Cl:11])=[O:3].[Br-:12].[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:12][CH2:1][C:2]([C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[Cl:11])=[O:3]

참가 물질

4

반응물 2

HCID 75587Ethanone, 1-(2,5-dichlorophenyl)-HCID 17977687Phenyltrimethylammonium bromide dibromide

생성물 1

HCID 27569072-Bromo-1-(2,5-dichlorophenyl)ethanone수율 52.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To 2,5-dichloroacetophenone (5.0 g, 26.45 mmol) in anhydrous tetrahydrofuran (53 mL) under argon was added phenyltrimethylammonium tribromide (9.94 g, 26.45 mmol, 1.0 eq) at 0° C. The reaction mixture was stirred at ambient temperature for 16 h, concentrated, and re-dissolved in ethyl acetate. The organic layer was washed with water (2×250 mL) and brine (1×150 mL), dried (MgSO4), filtered, and evaporated in vacuo. Purification using MPLC chromatography (Biotage) gave 3.47 g (52.5%) of 2-bromo-1-(2,5-dichlorophenyl)ethanone as a clear oil. 1H-NMR (DMSO-d6) δ 7.93 (dd, J=2.1 Hz, 0.9 Hz, 1H), 7.61 to 7.60 (m, 2H), 4.86 (s, 2H);

후처리

  1. concentrationconcentrated
  2. dissolutionre-dissolved in ethyl acetate
  3. washThe organic layer was washed with water (2×250 mL) and brine (1×150 mL)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customPurification

출처 및 근거

ORD 기록
ord-940cd5ca08984feb967880a2d7688f0b
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07384947B2

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