反応 #6268

反応方程式

2-mercaptopyridine

triethylamine

1-bromo-4-chlorobutane

→

desired compound

収率 65.5%

2-(4-chlorobutylthio)pyridine

収率 65.5%

溶媒

ethanol

反応条件

後処理

1. 1
   温度cooling
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
   洗浄The solution was washed with saturated aqueous sodium bicarbonate and water
6. 6
   その他dried
7. 7
   workup.DISTILLATIONThe solvent was distilled off
8. 8
   その他the residue was purified by column chromatography (eluent: ethyl acetate/hexane =1:3)

実験手順

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).

出典