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3-Fluorophenol → 2-[(3-fluorophenoxy)methyl]oxirane

HRID 2302155
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HRID 2302155 반응식
[F:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:15]([CH:17]1[O:19][CH2:18]1)Br>CC(C)=O>[CH2:15]([O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=1)[CH:17]1[O:19][CH2:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 97433-FluorophenolHCID 11430Potassium CarbonateHCID 18430Epibromohydrin

생성물 1

HCID 99896102-[(3-fluorophenoxy)methyl]oxirane수율 44.3%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A solution of 3-fluorophenol (1.8 g, 16.1 mmol) in acetone (100 mL) was treated with potassium carbonate (6.65 g, 48.2 mmol) and refluxed under nitrogen for 15 minutes. Epibromohydrin (4.4 g, 32.1 mmol) was then added by syringe, and the mixture was refluxed 3 hours. The mixture was cooled and filtered, and the filtrate evaporated to dryness. The residue was partitioned between ether/water, and the layers separated. The ether layer was washed with saturated NaCl, dried over sodium sulfate and evaporated. The resulting oil was distilled under vacuum to give 1.2 g of 3-fluorophenyl glycidyl ether.

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후처리

  1. temperaturerefluxed under nitrogen for 15 minutes
  2. temperaturethe mixture was refluxed 3 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. customthe filtrate evaporated to dryness
  6. customThe residue was partitioned between ether/water
  7. customthe layers separated
  8. washThe ether layer was washed with saturated NaCl
  9. dry with materialdried over sodium sulfate
  10. customevaporated
  11. distillationThe resulting oil was distilled under vacuum

출처 및 근거

ORD 기록
ord-d98d74a10f00431fb4ac06bd26e5a00b
출처 데이터셋
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06432656B1

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