반응 #6268

반응 방정식

2-mercaptopyridine

triethylamine

1-bromo-4-chlorobutane

→

desired compound

수율 65.5%

2-(4-chlorobutylthio)pyridine

수율 65.5%

용매

ethanol

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 16 hours
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   workup.DISSOLUTIONthe residue was dissolved in chloroform
5. 5
   세척The solution was washed with saturated aqueous sodium bicarbonate and water
6. 6
   기타dried
7. 7
   workup.DISTILLATIONThe solvent was distilled off
8. 8
   기타the residue was purified by column chromatography (eluent: ethyl acetate/hexane =1:3)

실험 절차

To a solution of 25.0 g (225 mmol) of 2-mercaptopyridine and 34.5 ml (247 mmol) of triethylamine in 300 ml of ethanol, 28.5 ml (247 mmol) of 1-bromo-4-chlorobutane was added with stirring under ice-cooling, and the mixture was stirred at room temperature for 16 hours. The solvent was distilled off and the residue was dissolved in chloroform. The solution was washed with saturated aqueous sodium bicarbonate and water, and dried. The solvent was distilled off and the residue was purified by column chromatography (eluent: ethyl acetate/hexane =1:3) to give 29.73 g of the desired compound (65.5% yield, pale yellow oil).

출처