Reaktion #6215

Reaktionsgleichung

4-mercaptopyridine

triethylamine

3-bromo-1-propanol

→

desired compound

Ausbeute 83.9%

4-(3-hydroxypropylthio)pyridine

Ausbeute 83.9%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   WaschenThe reaction mixture was washed with a 1N aqueous solution of sodium hydroxide and water
3. 3
   Sonstigedried
4. 4
   workup.DISTILLATIONThen the solvent was distilled off
5. 5
   SonstigeThe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

In 100 ml of methylene chloride were dissolved 11.1 g (100 mmol) of 4-mercaptopyridine and 13.9 ml (100 mmol) of triethylamine, and 9.04 ml (100 mmol) of 3-bromo-1-propanol was added. The mixture was stirred at room temperature for 2 hours. The reaction mixture was washed with a 1N aqueous solution of sodium hydroxide and water and dried. Then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 14.2 g of the desired compound (yield: 83.9%, yellow oil).

Quelle