Chloroform → HCID 137001367, compound

Temperature

70 °C

1-(2-Chlorophenyl)-4-hydroxy-6-methylpyridin-2(1H)-one obtained in Step A (9.25 g) was added to a solution of sodium hydroxide′ (54.9 g) in water/ethanol (1:2, 157 mL) at room temperature, and the mixture was heated at 70° C. Chloroform (34.8 mL) was slowly added to the reaction mixture at 70° C., and the mixture was stirred for 2 hr, and cooled to room temperature. The reaction mixture was concentrated under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was suspended in dichloromethane, the solid was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and recrystallized from diethyl ether to give the title compound (3.95 g).

1. temperaturecooled to room temperature
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. extractionthe residue was extracted with ethyl acetate
4. washThe extract was washed with water
5. dry with materialdried over anhydrous magnesium sulfate
6. customthe solvent was evaporated under reduced pressure
7. customthe solid was removed by filtration
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
10. customrecrystallized from diethyl ether

ORD record

ord-e43a0fc1546b430681dc6d73ae08cafa

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09085578B2