Hydrochloric Acid → 1-(5-Bromo-2-hydroxyphenyl)propan-1-one

HRID 1420752

Reaktionsgleichung

Reaktionsgleichung von HRID 1420752
C([O:5][C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1)(=O)CC.[Cl-].[Al+3].[Cl-].[Cl-].Cl>>[Br:12][C:9]1[CH:10]=[CH:11][C:6]([OH:5])=[C:7]([C:6](=[O:5])[CH2:7][CH3:8])[CH:8]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 90205p-Bromophenyl propionateHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 7364091-(5-Bromo-2-hydroxyphenyl)propan-1-oneAusbeute 191,3 %

Versuchsvorschrift

4-Bromophenyl propionate (115 g) (see Preparation 1) and aluminium chloride (150 g) were heated together at approximately 90° C. for 15 minutes. The solution became dark and hydrogen chloride gas was evolved. After cooling the black mass was carefully added to ice and a brown solid formed. The mixture was extracted with dichloromethane. The organic extract was separated, washed with brine, dried (anhydrous magnesium sulphate) and the solvent removed under reduced pressure to yield 1-(5-bromo-2-hydroxyphenyl)propane-1-one (110 g) as a yellow solid.

Aufarbeitung

  1. temperatureAfter cooling the black mass
  2. additionwas carefully added to ice
  3. customa brown solid formed
  4. extractionThe mixture was extracted with dichloromethane
  5. extractionThe organic extract
  6. customwas separated
  7. washwashed with brine
  8. dry with materialdried (anhydrous magnesium sulphate)
  9. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b5ee18280d3b4052acecf2454b2c9782
Quelldatensatz
uspto-grants-2000_06
Patentnummer
US06071938

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