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

HRID 500135Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 500135
[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.[OH2:16]>CS(C)=O>[F:14][C:6]1[CH:5]=[C:4]([C:1](=[O:3])[CH:2]=[O:16])[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Komponenten

5

Edukt 3

HCID 260Hydrogen BromideHCID 962WaterHCID 59216348Methyl 4-acetyl-2-fluorobenzoate

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of methyl 4-acetyl-2-fluorobenzoate (1.6 g, 8.2 mmol) and 8.8M hydrogen bromide in water (2.8 mL) in dimethyl sulfoxide (20 mL) was stirred at 60° C. overnight. After cooling, the mixture was poured into ice-water. The reaction mixture was extracted with diethyl ether. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to yield the desired product which was used in the next reaction step without further purification. (1.60 g, 93.3%).

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionThe reaction mixture was extracted with diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a87039acc3804dbfb58fc9e9b663e4e3
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767675B2

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