Iodine → Ethanone, 2,2-difluoro-2-iodo-1-(2-methylphenyl)-

HRID 2070441노트

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HRID 2070441 반응식
C[Si](Cl)(C)C.Cl[C:7]([F:18])([F:17])[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:9].[I:19]I.O>C(#N)C.[Zn]>[F:17][C:7]([F:18])([I:19])[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:16])=[O:9]

참가 물질

7

반응물 4

HCID 807IodineHCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 66974611Ethanone, 2-chloro-2,2-difluoro-1-(2-methylphenyl)-

생성물 1

HCID 66974696Ethanone, 2,2-difluoro-2-iodo-1-(2-methylphenyl)-수율 63.7%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 6342Acetonitrile용매

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온도
55 °C

실험 절차

To a suspension of zinc (1.6 g) in acetonitrile (40 mL) were added trimethylsilyl chloride (3.1 mL) and 2-chloro-2,2-difluoro-1-(2-methylphenyl)ethanone (4.0 g), and the mixture was stirred at 55° C. for 3 hr. The reaction mixture was allowed to cool to room temperature, iodine (3.5 g) was added, and the mixture was further stirred for 2 hr. Water was added to the reaction mixture, and the mixture was extracted with diethyl ether. The extract was washed with aqueous sodium hydrogen sulfite solution, aqueous sodium hydrogencarbonate solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent: hexane) to give the title compound as a yellow oil (yield 2.6 g, 46%).

후처리

  1. temperatureto cool to room temperature
  2. stirringthe mixture was further stirred for 2 hr
  3. extractionthe mixture was extracted with diethyl ether
  4. washThe extract was washed with aqueous sodium hydrogen sulfite solution, aqueous sodium hydrogencarbonate solution and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by basic silica gel column chromatography (eluent: hexane)

출처 및 근거

ORD 기록
ord-a9a02d33f1fa4c7bbca2a7168e89cc7a
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299261B2

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