Reacción #6286

Ecuación de reacción

4-mercaptopyridine

1-bromo-4-chlorobutane

triethylamine

→

desired compound

Rendimiento 89.7%

4-(4-chlorobutylthio)pyridine

Rendimiento 89.7%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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).

Fuente