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

HRID 1295942
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1295942
[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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Komponenten

5

Edukt 3

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  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)

Quellen und Nachweise

ORD-Eintrag
ord-0be36d6136644554a603f7eb634c225e
Quelldatensatz
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07244730B2

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