Hydrogen Bromide → Methyl 2-fluoro-4-(oxoacetyl)benzoate

HRID 1099087Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099087
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([F:14])[CH:5]=1)(=[O:3])[CH3:2].Br.CS(C)=[O:18]>>[F:14][C:6]1[CH:5]=[C:4]([C:1](=[O:3])[CH:2]=[O:18])[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Komponenten

4

Edukt 3

HCID 260Hydrogen BromideHCID 679Dimethyl SulfoxideHCID 59216348Methyl 4-acetyl-2-fluorobenzoate

Produkt 1

HCID 59216303Methyl 2-fluoro-4-(oxoacetyl)benzoate

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of methyl 4-acetyl-2-fluorobenzoate (1.6 g, 0.0082 mol), 48% of hydrogen bromide aqueous solution (2.8 mL) in dimethyl sulfoxide (20 mL) was stirred at 60° C. overnight. After cooling, the mixture was poured into ice-water. The product was extracted with ethyl ether. The combined extracts were washed with brine; dried over Na2SO4, filtered concentrated to yield 1.60 g of the product which was directly used in the next step without further purification.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionThe product was extracted with ethyl ether
  3. washThe combined extracts were washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-0638f7e87f224bdb8fc8394a9c2ed691
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143251B2

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