Iodine chloride → 4-Bromo-2-iodo-5-(trifluoromethyl)aniline

HRID 1754963

반응식

HRID 1754963 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[I:13]Cl>C(O)(=O)C>[Br:1][C:2]1[C:3]([C:9]([F:10])([F:11])[F:12])=[CH:4][C:5]([NH2:8])=[C:6]([I:13])[CH:7]=1

참가 물질

4

반응물 2

HCID 24640Iodine chlorideHCID 678524-Bromo-3-(trifluoromethyl)aniline

생성물 1

HCID 455880634-Bromo-2-iodo-5-(trifluoromethyl)aniline수율 58%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
60 °C

실험 절차

4-Bromo-3-trifluoromethyl-phenylamine (1.00 g, 4.17 mmol) was dissolved in acetic acid (5 ml). Iodine monochloride (1 M solution in dichloromethane, 5 ml) was added and the mixture was stirred at 60° C. overnight. The reaction solution was poured into a mixture of ice and a saturated aqueous sodium bicarbonate solution and then extracted with ethyl acetate. The organic layer was washed with an aqueous sodium bicarbonate solution, an aqueous sodium thiosulfate solution, water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to give 4-bromo-2-iodo-5-trifluoromethyl-phenylamine (889 mg, 58%).

후처리

  1. additionThe reaction solution was poured into a mixture of ice
  2. extractiona saturated aqueous sodium bicarbonate solution and then extracted with ethyl acetate
  3. washThe organic layer was washed with an aqueous sodium bicarbonate solution
  4. dry with materialan aqueous sodium thiosulfate solution, water and saturated brine, dried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography (n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-84d1200c253043868538eea4ffee1607
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09169254B2

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