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Sodium Iodide → (5-Chloro-2-hydroxy-4-methoxy-phenyl)-(4-fluoro-phenyl)-methanone

HRID 493216
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HRID 493216 반응식
[Cl:1][C:2]1[C:3]([O:19][CH3:20])=[CH:4][C:5]([O:17]C)=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[O:9])[CH:7]=1.[I-].[Na+].[Al+3].[Cl-].[Cl-].[Cl-]>C(#N)C>[Cl:1][C:2]1[C:3]([O:19][CH3:20])=[CH:4][C:5]([OH:17])=[C:6]([C:8]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)=[O:9])[CH:7]=1
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참가 물질

5

반응물 3

HCID 5238Sodium IodideHCID 6451240Aluminum(III) ChlorideHCID 68725924(5-Chloro-2,4-Dimethoxy-phenyl)-(4-fluoro-phenyl)-methanone

생성물 1

HCID 68725962(5-Chloro-2-hydroxy-4-methoxy-phenyl)-(4-fluoro-phenyl)-methanone수율 86.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The above prepared (5-chloro-2,4-Dimethoxy-phenyl)-(4-fluoro-phenyl)-methanone (8.41 g, 28.5 mmol) was dissolved in 115 mL of acetonitrile and treated successively with sodium iodide (6.51 g, 1.5 eq.) and AlCl3 (3.86 g, 1.0 eq.), and the mixture kept at 80° C. for 0.75 h. Cooling, pouring onto crashed ice, twofold extraction with AcOEt, washing with brine, drying over sodium sulfate, and evaporation of the solvents, followed by a short flash chromatography (SiO2, hexane/AcOEt=9/1), afforded 6.94 g of the title compound as light yellow solid.

후처리

  1. temperatureCooling
  2. additionpouring
  3. extractionice, twofold extraction with AcOEt
  4. washwashing with brine
  5. dry with materialdrying over sodium sulfate, and evaporation of the solvents

출처 및 근거

ORD 기록
ord-560d5d6328114f09afdce6043a43ba07
출처 데이터셋
uspto-grants-2009_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07534788B2

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