2-Chloro-1-iodo-4-nitrobenzene → 2-Chloro-4-nitrobenzotrifluoride

HRID 1249864

반응식

HRID 1249864 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1I.C[Si](C)(C)[C:14]([F:17])([F:16])[F:15].[F-].[K+]>CN(C)C=O.C(OCC)C.[Cu]I>[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[C:14]([F:17])([F:16])[F:15]

참가 물질

7

반응물 3

HCID 966402-Chloro-1-iodo-4-nitrobenzeneHCID 522689Potassium FluorideHCID 552549(Trifluoromethyl)trimethylsilane

생성물 1

HCID 27789852-Chloro-4-nitrobenzotrifluoride

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

A solution of 3-chloro-4-iodo-nitrobenzene (2.26 g), trimethyl(trifluoromethyl)silane (5.68 g), copper(I) iodide (2.28 g), and potassium fluoride (0.56 g) in N,N-dimethylformamide (8 mL) is heated in a sealed tube to 80° C. for 40 hours. The solution is then cooled, diluted with diethyl ether, filtered through diatomaceous earth, and the filtrate is washed successively with water, saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate. The solvent is removed under reduced pressure and the residue is chromatographed over silica gel (1% diethyl ether in hexanes followed by 10% ethyl acetate in hexanes is used as the eluant) to provided the desired product as a colorless oil.

후처리

  1. temperatureThe solution is then cooled
  2. filtrationfiltered through diatomaceous earth
  3. washthe filtrate is washed successively with water, saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent is removed under reduced pressure
  6. customthe residue is chromatographed over silica gel (1% diethyl ether in hexanes

출처 및 근거

ORD 기록
ord-7c94974826494364887ed4377befed7f
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06335350B1

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