Water → 1-(Allyloxy)-2-bromo-4-fluorobenzene

HRID 902307노트

반응식

HRID 902307 반응식
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[CH:17]=[CH2:18].O>CC(C)=O>[CH2:18]([O:9][C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[Br:1])[CH:17]=[CH2:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 6054722-Bromo-4-fluorophenol

생성물 1

HCID 133575831-(Allyloxy)-2-bromo-4-fluorobenzene수율 100%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mixture of 2-bromo-4-fluorophenol (9.75 g, 0.051 mol) and potassium carbonate (7.76 g, 0.056 mol) in acetone (125 mL) was added allyl bromide (4.64 mL, 0.054 mol) and the reaction mixture heated to reflux for 3.5 hours. The cooled reaction mixture was then poured into water and the resulting oily suspension extracted with dichloromethane (2×500 mL). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure to afford 11.79 g (100%) of 1-(allyloxy)-2-bromo-4-fluorobenzene as a yellow oil. MS (ESI) m/z 229.9 (M+).

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux for 3.5 hours
  3. customThe cooled reaction mixture
  4. extractionthe resulting oily suspension extracted with dichloromethane (2×500 mL)
  5. dry with materialThe combined organic extracts were dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ef161733786843a09009cb5341a41296
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07365095B2

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