Water → 2-Bromo-4'-(methylsulfonyl)acetophenone

HRID 396742

Reaktionsgleichung

Reaktionsgleichung von HRID 396742
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)=[O:3].[Cl-].[Al+3].[Cl-].[Cl-].[Br:18]Br.O>C(Cl)(Cl)Cl>[Br:18][CH2:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([CH3:13])(=[O:12])=[O:11])=[CH:8][CH:9]=1)=[O:3]

Komponenten

6

Edukt 4

HCID 962WaterHCID 24408BromineHCID 825294-MethylsulfonylacetophenoneHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 7358232-Bromo-4'-(methylsulfonyl)acetophenoneAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a solution of 4-(methylsulfonyl)acetophenone (4.85 g, 24.5 mmol) in CHCl3 (70 mL) was added aluminum chloride (1 mg) and bromine (1.1 mL) in CHCl3 (8.5 mL) dropwise. The mixture was stirred overnight, and poured into water. The whole was extracted with ethyl acetate (50 mL×2), the combined organic layer was dried over MgSO4, and concentrated in vacuo. The resulting residue was recrystallized from ethyl acetate/hexane (1/1) to give the subtitle compound (5.28 g, 78% yield).

Aufarbeitung

  1. extractionThe whole was extracted with ethyl acetate (50 mL×2)
  2. dry with materialthe combined organic layer was dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe resulting residue was recrystallized from ethyl acetate/hexane (1/1)

Quellen und Nachweise

ORD-Eintrag
ord-8686011fa89b482683fe367fd1300faa
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608095B2

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