Triethylamine → 4-(3-Hydroxypropylthio)pyridine

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).

1. additionwas added
2. washThe reaction mixture was washed with a 1N aqueous solution of sodium hydroxide and water
3. customdried
4. distillationThen the solvent was distilled off
5. customThe residue was purified by column chromatography (eluent: ethyl acetate)

ORD record

ord-e97eadac01b44ac8865f4b6513251185

Source dataset

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05246948