Water → 2-Bromo-1-[3,5-di(tert-butyl)-4-hydroxyphenyl]ethan-1-one

HRID 846613

Reaktionsgleichung

Reaktionsgleichung von HRID 846613
[C:1]([C:5]1[CH:6]=[C:7]([C:16](=[O:18])[CH3:17])[CH:8]=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:10]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].[Br:19]Br.O>C(Cl)Cl>[Br:19][CH2:17][C:16]([C:7]1[CH:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[C:10]([OH:11])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:8]=1)=[O:18]

Komponenten

5

Edukt 3

HCID 962WaterHCID 24408BromineHCID 6162963',5'-Bis(tert-butyl)-4'-hydroxyacetophenone

Produkt 1

HCID 6161612-Bromo-1-[3,5-di(tert-butyl)-4-hydroxyphenyl]ethan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

20.6 g (83 mmol) of 1-(3,5-di-tert.-butyl-4-hydroxy-phenyl)ethanone were dissolved in 50 ml of methylene chloride with stirring and heated to boiling, and 14.4 g (90 mmol) of bromine were added dropwise in the course of 15 minutes. The mixture was then heated under reflux for a further 2 hours and cooled, 50 ml of water were added, and the organic phase was separated and dried over sodium sulfate. After removing the solvent under reduced pressure, the solid residue was recrystallized from methylcyclohexane.

Aufarbeitung

  1. temperatureheated
  2. temperatureThe mixture was then heated
  3. temperatureunder reflux for a further 2 hours
  4. temperaturecooled
  5. customthe organic phase was separated
  6. dry with materialdried over sodium sulfate
  7. customAfter removing the solvent under reduced pressure
  8. customthe solid residue was recrystallized from methylcyclohexane

Quellen und Nachweise

ORD-Eintrag
ord-6d7d148d343648b0a8fd0c8b95b45100
Quelldatensatz
uspto-grants-1992_08
Patentnummer
US05137897

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