Reaktion #462006

Reaktionsgleichung

4-carboxybutyltriphenylphosphonium bromide

potassium tert.butoxide

4-acetylaminophenyl-3-pyridyl-ketone

→

6-(4-acetylaminophenyl)-6-(3-pyridyl)hex-5-enoic acid

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added, at -40° C.
2. 2
   Sonstigeevaporated down
3. 3
   Waschenwashed with ethyl acetate
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   EinengenThe organic phase is concentrated by evaporation
6. 6
   Sonstigethe residue is recrystallised from ethyl acetate/diisopropylether

Vorschrift

To a suspension of 307 g of 4-carboxybutyltriphenylphosphonium bromide and 233 g of potassium tert.butoxide in 2.8 liters of tetrahydrofuran are added, at -40° C., 140 g of 4-acetylaminophenyl-3-pyridyl-ketone and this mixture is stirred for 2 hours. The reaction mixture is decomposed by the addition of ice water and evaporated down. The residue is taken up in water and washed with ethyl acetate. The aqueous phase is acidified to pH 5 to 6 and extracted with ethyl acetate. The organic phase is concentrated by evaporation and the residue is recrystallised from ethyl acetate/diisopropylether.

Quelle