Reaktion #6227

Reaktionsgleichung

4-mercaptopyridine

triethylamine

3-bromo-1-propanol

→

desired compound

Ausbeute 62.9%

4-(3-hydroxypropylthio)pyridine

Ausbeute 62.9%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

In 250 ml of methylene chloride was dissolved 22.2 g (200 mmol) of 4-mercaptopyridine and 27.9 ml (200 mmol) of triethylamine. Thereto was added 18.1 g (200 mmol) of 3-bromo-1-propanol. The mixture was stirred at room temperature for 3 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 21.3 g of the desired compound (yield: 62.9%, yellow oil).

Quelle