Potassium Carbonate → Ethyl 3-(4-oxopiperidin-1-yl)propanoate

4-Piperidinone (10.0 g, 73.7 mmol) and potassium carbonate (30.6 g, 221 mmol) were added to N,N-dimethylformamide (100 ml), and ethyl 3-bromopropionate (10.0 ml, 78.0 mmol) was added. The mixture was stirred at 60° C. for 4.5 hours. The reaction mixture was filtrated and the filtrate was added with a saturated aqueous sodium hydrogencarbonate solution (150 ml). The mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. After filtration, low boiling matters were distilled away from the filtrate under reduced pressure and the residue was purified by silica gel column chromatography (chloroform/methanol=19/1) to give 9.70 g of ethyl 3-(4-oxopiperidino)propionate as a pale-yellow oil (66%).

1. additionwas added
2. filtrationThe reaction mixture was filtrated
3. additionthe filtrate was added with a saturated aqueous sodium hydrogencarbonate solution (150 ml)
4. extractionThe mixture was extracted with ethyl acetate
5. washThe extract was washed with saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationAfter filtration, low boiling matters
8. distillationwere distilled away from the filtrate under reduced pressure
9. customthe residue was purified by silica gel column chromatography (chloroform/methanol=19/1)

ORD-Eintrag

ord-0dee50a359d048319089957e1576c9cd

Quelldatensatz

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05753670