Pentabromophenol → 3,5-Dibromophenol

HRID 252161Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 252161
Br[C:2]1[C:7]([OH:8])=[C:6](Br)[C:5]([Br:10])=[C:4](Br)[C:3]=1[Br:12].[Al+3].[Cl-].[Cl-].[Cl-]>C1(C)C=CC=CC=1>[Br:10][C:5]1[CH:6]=[C:7]([OH:8])[CH:2]=[C:3]([Br:12])[CH:4]=1

Komponenten

4

Edukt 2

HCID 11852PentabromophenolHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 122803,5-DibromophenolAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Pentabromophenol (1.0 g, 2.05 mmol) and AlCl3 (4.1 g, 30.75 mmol) were mixed in toluene (20 mL) and heated at reflux temperature under a nitrogen atmosphere overnight. The reaction mixture was cooled, cautiously added to ice, filtered and the filtrate was extracted with EtOAc (3×50 mL). The organics were dried (Na2SO4) and concentrated in vacuo. The residue obtained was purified by chromatography on silica gel with EtOAc:heptane (1:4, v/v) as eluent to afford the title compound as a white solid (230 mg, 0.91 mmol, 45%).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux temperature under a nitrogen atmosphere overnight
  3. temperatureThe reaction mixture was cooled
  4. additioncautiously added to ice
  5. filtrationfiltered
  6. extractionthe filtrate was extracted with EtOAc (3×50 mL)
  7. dry with materialThe organics were dried (Na2SO4)
  8. concentrationconcentrated in vacuo
  9. customThe residue obtained
  10. customwas purified by chromatography on silica gel with EtOAc:heptane (1:4, v/v) as eluent

Quellen und Nachweise

ORD-Eintrag
ord-6c9d16251aa145a0949487825de36bdb
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07868017B2

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