4'-Hydroxyacetophenone → 2-Bromo-1-(4-hydroxyphenyl)ethanone

HRID 8356

Reaktionsgleichung

Reaktionsgleichung von HRID 8356
[Br:1]Br.[CH3:3][C:4]([C:6]1[CH:7]=[CH:8][C:9]([OH:12])=[CH:10][CH:11]=1)=[O:5].C(=O)(O)[O-].[Na+]>CCOCC>[CH:7]1[C:6]([C:4]([CH2:3][Br:1])=[O:5])=[CH:11][CH:10]=[C:9]([OH:12])[CH:8]=1

Komponenten

5

Edukt 3

HCID 74694'-HydroxyacetophenoneHCID 24408BromineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 49642-Bromo-1-(4-hydroxyphenyl)ethanoneAusbeute 59,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Bromine (17.6 g, 110 mmol) was added dropwise to a 0° C. solution of 4-hydroxyacetophenone (15 g, 110 mmol) in ether (200 mL) over 20 minutes. The mixture was stirred for 1 hour. and poured carefully into saturated sodium bicarbonate solution (500 mL). The organics were washed with saturated sodium bicarbonate solution, dried over magnesium sulfate and concentrated in vacuo. The crude product was then recrystallized from ether to afford the title compound (14.1 g).

Aufarbeitung

  1. washThe organics were washed with saturated sodium bicarbonate solution
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe crude product was then recrystallized from ether

Quellen und Nachweise

ORD-Eintrag
ord-4e59850cfc72451ebafb7bb369e48245
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087757B2

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