Dimethyl Sulfoxide → 2,2-Diphenyl-4-oxo-butyric acid methyl ester

HRID 424167

Reaktionsgleichung

Reaktionsgleichung von HRID 424167
[CH3:1][O:2][C:3](=[O:20])[C:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:5][CH2:6]Br.C[N+]([O-:25])(C)C.CS(C)=O>>[CH3:1][O:2][C:3](=[O:20])[C:4]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH2:5][CH:6]=[O:25]

Komponenten

4

Edukt 3

HCID 679Dimethyl SulfoxideHCID 1145Trimethylamine oxideHCID 22624494Methyl 4-bromo-2,2-diphenylbutyrate

Produkt 1

HCID 866311002,2-Diphenyl-4-oxo-butyric acid methyl ester

Versuchsvorschrift

A mixture of 4-bromo-2,2-diphenyl-butyric acid methyl ester (0.10 g, 0.300 mmol) and trimethylamine N-oxide (0.09 g, 1.2 mmol) in dimethyl sulfoxide (0.5 mL, 7 mmol) was stirred overnight at room temperature. The reaction was quenched with cold brine. The crude product was extracted three times with dichloromethane, dried over a bed of Na2SO4, filtered, and concentrated to dryness to provide crude title compound which was used without further purification.

Aufarbeitung

  1. customThe reaction was quenched with cold brine
  2. extractionThe crude product was extracted three times with dichloromethane
  3. dry with materialdried over a bed of Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-1c4bc66244d645269d180f2481cccfeb
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08101791B2

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