Potassium Formate → N-benzyl-4-hydroxy-3-oxobutanamide

Temperature

-10 °C

N-benzyl-4-bromo-3-oxobutanamide (compound B 50 g, 185.1 mmol) was dissolved in methanol (400 ml), and potassium formate (31.14 g, 370.2 mmol) was added. The resulting mixture was heated under reflux for 2 hours. Methanol was removed by distillation under reduced pressure; the residue was taken up into ethyl acetate (250 ml) under reflux, filtered hot, the filter cake washed with warm ethyl acetate (100 ml). The combined filtrate was cooled to −10° C., aged for 1.5 hours. The precipitate was collected, washed twice with cold ethyl acetate (2×25 ml), dried to give N-benzyl-4-hydroxy-3-oxobutanamide (18.2 g, 101 mmol, 38.8% yield).

1. temperatureThe resulting mixture was heated
2. temperatureunder reflux for 2 hours
3. customMethanol was removed by distillation under reduced pressure
4. temperatureunder reflux
5. filtrationfiltered hot
6. washthe filter cake washed with warm ethyl acetate (100 ml)
7. customThe precipitate was collected
8. washwashed twice with cold ethyl acetate (2×25 ml)
9. customdried

ORD record

ord-75d1eb007b04441f8953c1e8edbc0291

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09346751B2