反应详情

A solution of 3-dimethylamino-1-(4-nitrophenyl)propan-1-one (hydrochloride, 0.25 g) in glacial acetic acid (10 ml) was adjusted to pH 1 with concentrated hydrochloric acid and, under nitrogen, palladium(II) hydroxide (20% on carbon, 0.1 g) was added. The nitrogen atmosphere was replaced by hydrogen, and the suspension was shaken for 6 hours. The catalyst was filtered off and the filtrate was concentrated. The residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate. The aqueous phase was adjusted to pH>12 with sodium hydroxide solution and extracted with ethyl acetate. The combined organic phases were dried and concentrated. The product with the molecular weight of 178.28 (C11H18N2); MS (ESI): 179 ([M+H]+), was obtained in this way.

1. filtrationThe catalyst was filtered off
2. concentrationthe filtrate was concentrated
3. customThe residue was partitioned between saturated sodium bicarbonate solution and ethyl acetate
4. extractionextracted with ethyl acetate
5. customThe combined organic phases were dried
6. concentrationconcentrated
7. customMS (ESI): 179 ([M+H]+), was obtained in this way