Ethyl Acetate → 1-(2-Hydroxyethyl)pyridin-2(1H)-one

In 100 ml of dioxane, was dissolved N-ethoxycarbonylmethyl-2-pyridone (3.62 g, 20 mmol). To the solution was added 90% LiBH4 (0.96 g, 40 mmol) and the mixture was refluxed for 20 minutes. Subsequently, ethyl acetate (20 ml) was added to the mixture and the refluxing was carried out for five minutes. The reaction mixture was evaporated to dryness and water was added to the residue. The aqueous solution was extracted with chloroform (three times), dried, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography, to thereby obtain the title compound (1.15 g, yield 41%).

1. temperaturethe mixture was refluxed for 20 minutes
2. customThe reaction mixture was evaporated to dryness and water
3. additionwas added to the residue
4. extractionThe aqueous solution was extracted with chloroform (three times)
5. customdried
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by silica gel column chromatography

ORD record

ord-749cdaefee5a47edb58d3ded2ec79fad

Source dataset

uspto-grants-1999_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05935977