Hydrogen Bromide → 1-(2-Bromoethyl)-2-fluoro-4-nitrobenzene

HRID 1843028노트

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HRID 1843028 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][CH2:12]O.[BrH:14].S(=O)(=O)(O)O>O>[Br:14][CH2:12][CH2:11][C:3]1[CH:4]=[CH:5][C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[F:1]

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 866721582-(2-Fluoro-4-nitrophenyl)ethan-1-ol

생성물 1

HCID 866721731-(2-Bromoethyl)-2-fluoro-4-nitrobenzene수율 85%

시약·촉매·용매 1

HCID 962Water용매

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온도
100 °C

실험 절차

2-(2-Fluoro-4-nitrophenyl)ethanol (0.89 g, 4.8 mmol) was added to a stirred solution of 48% aqueous hydrobromic acid (0.77 g, 9.62 mmol) and concentrated sulfuric acid (0.25 mL) under cooling. The reaction mixture was heated to 100° C. for 3 h. The reaction mixture was diluted with water (25 mL) and was extracted with ethyl acetate (3×25 mL). The combined organic layer was washed with brine (25 mL) and dried over anhydrous magnesium sulfate and concentrated under reduced pressure to afford the crude compound. The crude product was purified by CC (eluent: 5% ethyl acetate in n-hexane) to afford 1-(2-bromoethyl)-2-fluoro-4-nitrobenzene (1 g, 85%).

후처리

  1. temperatureunder cooling
  2. extractionwas extracted with ethyl acetate (3×25 mL)
  3. washThe combined organic layer was washed with brine (25 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto afford the crude compound
  7. customThe crude product was purified by CC (eluent: 5% ethyl acetate in n-hexane)

출처 및 근거

ORD 기록
ord-20ee4d57031142de85f8112f098c11df
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946204B2

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