Sodium Carbonate → HCID 11436385, compound

Temperature

10 °C

1-(3,4-Dimethoxyphenyl)-2-propanone (1.35 g, 7.5 mmol) was dissolved in H2O (15 ml) and a solution of O-ethylhydroxylamine hydrochloride (1 g, 10 mmol) and Na2CO3 (0.53 g, 5 mmol) in water (10 ml) was added dropwise under stirring at 10° C. The reaction was left at room temperature overnight and then extracted with diethyl ether. After evaporation of the solvent, the residue was dissolved in EtOH (20 ml) and concentrated hydrochloric acid (1 ml), then hydrogenated over PtO2 at 3,6×106 Pa (50 psi). The solvent was removed under vacuum. The residue was dissolved in 30 ml of water, the aqueous phase was made basic with NaHCO3 and extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered and concentrated to dryness. The crude residue was purified by flash chromatography, to afford 0.75 g of the title compound.

1. extractionextracted with diethyl ether
2. customAfter evaporation of the solvent
3. dissolutionthe residue was dissolved in EtOH (20 ml)
4. customThe solvent was removed under vacuum
5. dissolutionThe residue was dissolved in 30 ml of water
6. extractionextracted with ethyl acetate
7. dry with materialThe organic phase was dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated to dryness
10. customThe crude residue was purified by flash chromatography

ORD record

ord-858cd397d9354a56b23d353d7c505ef5

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07763751B2