Ibuprofen, (+-)- → Ethenyl alpha-methyl-4-(2-methylpropyl)benzeneacetate

HRID 22071

Reaktionsgleichung

Reaktionsgleichung von HRID 22071
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH3:15])[C:12]([OH:14])=[O:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[C:16](OC=C)(=O)[CH3:17]>>[CH2:1]([C:5]1[CH:6]=[CH:7][C:8]([CH:11]([CH3:15])[C:12]([O:14][CH:16]=[CH2:17])=[O:13])=[CH:9][CH:10]=1)[CH:2]([CH3:4])[CH3:3]

Komponenten

3

Edukt 2

HCID 3672Ibuprofen, (+-)-HCID 7904Vinyl Acetate

Produkt 1

HCID 21252143Ethenyl alpha-methyl-4-(2-methylpropyl)benzeneacetateAusbeute 82 %

Versuchsvorschrift

100 g of 2-(4'-isobutylphenyl)propionic acid (ibuprofen) were taken up in 1 l of vinyl acetate and heated under reflux to boiling in the presence of 2 g of Li2PdCl4 and 20 g of active carbon. The reaction was followed by thin layer chromatography. After 8 hours, the catalyst was filtered off and the filtrate was concentrated to dryness. After filtration through silica gel using hexane:ethyl acetate (10:1), 92.7 g (39.9 mmol; 82%) of vinyl 2-(4'-isobutylphenyl)propionate were obtained as a clear oil.

Aufarbeitung

  1. temperatureheated
  2. temperatureunder reflux
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated to dryness
  5. filtrationAfter filtration through silica gel

Quellen und Nachweise

ORD-Eintrag
ord-6059719b4fb74d3ab6d800fed7ca79a4
Quelldatensatz
uspto-grants-1995_06
Patentnummer
US05426211

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