Reaktion #1338356

Reaktionsgleichung

6-[4-(3,3-Dimethyl-3-hydroxy-1-propynyl)phenyl]-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine

potassium hydroxide

→

title compound

Ausbeute 86.1%

6-(4-Ethynylphenyl)-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine

Ausbeute 86.1%

Lösungsmittel

1-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was heated
2. 2
   Temperaturunder reflux for 20 min
3. 3
   SonstigeThe reaction solution was evaporated
4. 4
   Sonstigethe resulting residue was partitioned between ethyl acetate and water
5. 5
   Extraktionextracted with ethyl acetate
6. 6
   WaschenThe organic layer was washed with water and brine
7. 7
   Trocknendried over magnesium sulfate
8. 8
   SonstigeThe solvent was removed
9. 9
   workup.DISSOLUTIONthe resulting residue was dissolved in ether
10. 10
    Filtrationfiltered through NH-silica gel
11. 11
    EinengenThe resulting filtrate was concentrated

Vorschrift

6-[4-(3,3-Dimethyl-3-hydroxy-1-propynyl)phenyl]-(4-ethylpiperazin-1-yl)thieno[3,2-c]pyridine (0.80 g) was dissolved in 1-butanol (15 ml), followed by the addition of potassium hydroxide (0.47 g), and the mixture was heated under reflux for 20 min. The reaction solution was evaporated, and the resulting residue was partitioned between ethyl acetate and water, and then extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over magnesium sulfate. The solvent was removed, and the resulting residue was dissolved in ether, and then filtered through NH-silica gel. The resulting filtrate was concentrated, to give 0.59 g of the title compound as a pale yellow oil.

Quelle