Reaktion #6286

Reaktionsgleichung

4-mercaptopyridine

1-bromo-4-chlorobutane

triethylamine

→

desired compound

Ausbeute 89.7%

4-(4-chlorobutylthio)pyridine

Ausbeute 89.7%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   workup.DISTILLATIONThe solvent was distilled off
3. 3
   workup.ADDITIONchloroform was added to the residue
4. 4
   WaschenThe mixture was washed with water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   Sonstigethe residue was purified by column chromatography (eluent: ethyl acetate/n-hexane =1:1)

Vorschrift

To a suspension of 33.35 g (0.30 mol) of 4-mercaptopyridine and 51.44 g (0.30 mol) of 1-bromo-4-chlorobutane in 500 ml of ethanol, 41.9 ml (0.30 mol) of triethylamine was added, and the mixture was stirred at room temperature for 5 hours. The solvent was distilled off and chloroform was added to the residue. The mixture was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate/n-hexane =1:1) to give 54.27 g of the desired compound (89.7% yield, colorless oil).

Quelle