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Hydrochloric Acid → 3,4-Dibromo-6-ethoxy-2-fluorophenol

HRID 1295942
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HRID 1295942 반응식
[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH3:10])[C:5]([O:11]CC)=[C:4]([F:14])[C:3]=1[Br:15].[Cl-].[Al+3].[Cl-].[Cl-].Cl>ClCCl>[Br:15][C:3]1[C:4]([F:14])=[C:5]([OH:11])[C:6]([O:8][CH2:9][CH3:10])=[CH:7][C:2]=1[Br:1]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 117098891,2-Dibromo-4,5-diethoxy-3-fluorobenzene

생성물 1

HCID 229297133,4-Dibromo-6-ethoxy-2-fluorophenol수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

After dissolving 1,2-dibromo-3-fluoro-4,5-diethoxybenzene (5 g, 14.5 ml) in dichloromethane (70 ml), aluminum chloride (3.9 g, 29.3 mmol) was added while stirring on ice. The mixture was stirred at room temperature for 2 hours 30 minutes, 1 N hydrochloric acid (70 ml) was added and extraction was performed with ethyl acetate (70 ml×2) and then after washing the combined organic layers with brine (50 ml) and drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to obtain the title compound (4.31 g, 94%).

후처리

  1. additionwas added
  2. stirringThe mixture was stirred at room temperature for 2 hours 30 minutes
  3. extractionextraction
  4. washafter washing the combined organic layers with brine (50 ml)
  5. dry with materialdrying over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-0be36d6136644554a603f7eb634c225e
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07244730B2

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