Methyl iodide → 1,3-Dimethyl-2-pyridone

Temperature

55 °C

Iodomethane (10.62 mL, 111.6 mmol) was added to a mixture of 3-methyl-2-pyridone (4.06 g, 37.20 mmol) and potassium carbonate (15.43 g, 111.6 mmol) in acetone (150 mL) in a sealable flask. The mixture was vigorously stirred in an oil bath at 55° C. for 16 hours. The reaction mixture was cooled to ambient temperature then filtered through glass fiber filter paper and the filtrate was concentrated under vacuum until a solid formed (5.4 g). The solid was partitioned between water (50 mL) and dichloromethane (100 mL). The aqueous phase was extracted once more with dichloromethane (50 mL). The combined organic phases were dried over magnesium sulfate and concentrated under vacuum to give 1,3-dimethylpyridin-2(1H)-one as an oil (3.6 g).

1. temperatureThe reaction mixture was cooled to ambient temperature
2. filtrationthen filtered through glass fiber
3. filtrationfilter paper
4. concentrationthe filtrate was concentrated under vacuum until a solid
5. customformed (5.4 g)
6. customThe solid was partitioned between water (50 mL) and dichloromethane (100 mL)
7. extractionThe aqueous phase was extracted once more with dichloromethane (50 mL)
8. dry with materialThe combined organic phases were dried over magnesium sulfate
9. concentrationconcentrated under vacuum

ORD record

ord-61ba134d77de4ae99211388fc99969ec

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08841455B2