تفاعل #6268

معادلة التفاعل

2-mercaptopyridine

triethylamine

1-bromo-4-chlorobutane

→

desired compound

المردود 65.5%

2-(4-chlorobutylthio)pyridine

المردود 65.5%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
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
   غسيلThe solution was washed with saturated aqueous sodium bicarbonate and water
6. 6
   أخرىdried
7. 7
   workup.DISTILLATIONThe solvent was distilled off
8. 8
   أخرىthe residue was purified by column chromatography (eluent: ethyl acetate/hexane =1:3)

الإجراء التجريبي

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).

المصدر