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Dimethylformamide → 2-Bromo-4-(1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl)-6-(trifluoromethyl)benzenamine

HRID 2360361
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HRID 2360361 반응식
[F:1][C:2]([F:21])([F:20])[C:3]([F:19])([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[C:10]([C:15]([F:18])([F:17])[F:16])[CH:9]=1)[C:4]([F:7])([F:6])[F:5].CN(C=O)C.[Br:27]N1C(=O)CCC1=O>O>[Br:27][C:13]1[CH:14]=[C:8]([C:3]([F:19])([C:4]([F:7])([F:6])[F:5])[C:2]([F:20])([F:21])[F:1])[CH:9]=[C:10]([C:15]([F:16])([F:17])[F:18])[C:11]=1[NH2:12]
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 582974594-[1,2,2,2-Tetrafluoro-1-(trifluoromethyl)ethyl]-2-(trifluoromethyl)benzenamine

생성물 1

HCID 582975582-Bromo-4-(1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl)-6-(trifluoromethyl)benzenamine수율 80%

시약·촉매·용매 1

HCID 962Water용매

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온도
60 °C

실험 절차

100 g (0.273 mol) of 4-(perfluoropropan-2-yl)-2-(trifluoromethyl)aniline was charged to 500 ml of DMF, and 52.1 g (0.287 mol) of N-bromosuccinimide was charged in separate portions thereto over 30 minutes. After stirring at 60° C. for 2 hours, and then cooling to room temperature, the mixture was discharged to 2000 ml of water. The mixture was extracted with ethyl acetate, then washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (eluent solvent; hexane:ethyl acetate=20:1) to prepare 89.0 g (yield 80%) of a target compound.

후처리

  1. additionwas charged in separate portions
  2. temperaturecooling to room temperature
  3. extractionThe mixture was extracted with ethyl acetate
  4. washwashed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe obtained residue was purified by silica gel column chromatography (eluent solvent; hexane:ethyl acetate=20:1)

출처 및 근거

ORD 기록
ord-f4779b8b469549c8acf218e64c4e2860
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08686044B2

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