3-(4-氧代哌啶-1-基)丙酸乙酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Then, ethyl 3-(4-oxopiperidino)propionate (1.29 g, 6.47 mmol) sad benzylamine (0.85 ml, 7.78 mmol) were dissolved in ethanol (40 ml). A solution of sodium cyanoborohydride (256 mg, 4.22 mmol) dissolved in ethanol (20 ml) was added at room temperature sad acetic acid (1 ml) was further added to adjust its pH to 6-7. The mixture was stirred at room temperature for 18 hours sad added with concentrated hydrochloric acid (3 ml) to adjust the pH to 1-2. The resulting precipitate was collected by filtration and a saturated aqueous sodium hydrogencarbonate solution (150 ml) was added to adjust the mixture to pH 8-9. The mixture was extracted with ethyl acetate, and 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 to give 1.39 g of ethyl 3-(4-benzylaminopiperidino)propionate as a colorless oil (74%). This oil (1.11 g, 3.82 mmol) was dissolved in ethanol (120 ml) and 10% palladium-carbon (320 mg) was added. The mixture was refluxed under heating for 5 hours under a hydrogen atmosphere. The reaction mixture was filtrated and low boiling matters were distilled away from the filtrate under reduced pressure to give 617 mg of ethyl 3-(4-aminopiperidino)propionate as a colorless oil (81%). was further added The resulting precipitate was collected by filtration a saturated aqueous sodium hydrogencarbonate solution (150 ml) was added The mixture was extracted with ethyl acetate the extract was washed with saturated brine dried over anhydrous magnesium sulfate After filtration, low boiling matters were distilled away from the filtrate under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Then, ethyl 3-(4-oxopiperidino)propionate (1.29 g, 6.47 mol) and benzylamine (0.85 ml, 7.78 mmol) were dissolved in ethanol (40 ml). A solution of sodium cyanoborohydride (256 mg, 4.22 mmol) dissolved in ethanol (20 ml) was added at room temperature and acetic acid (1 ml) was further added to adjust its pH to 6-7. The mixture was stirred at room temperature for 18 hours and added with concentrated hydrochloric acid (3 ml) to adjust the pH to 1-2. The resulting precipitate was collected by filtration and a saturated aqueous sodium hydrogencarbonate solution (150 ml) was added to adjust the mixture to pH 8-9. The mixture was extracted with ethyl acetate, and 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 to give 1.39 g of ethyl 3-(4-benzylaminopiperidino)propionate as a colorless oil (74%). This oil (1.11 g, 3.82 mmol) was dissolved in ethanol (120 ml) and 10% palladium-carbon (320 mg) was added. The mixture was refluxed under heating for 5 hours under a hydrogen atmosphere. The reaction mixture was filtrated and low boiling matters were distilled away from the filtrate under reduced pressure to give 617 mg of ethyl 3-(4-aminopiperidino)propionate as a colorless oil (81%). was added at room temperature The resulting precipitate was collected by filtration a saturated aqueous sodium hydrogencarbonate solution (150 ml) was added The mixture was extracted with ethyl acetate the extract was washed with saturated brine dried over anhydrous magnesium sulfate After filtration, low boiling matters were distilled away from the filtrate under reduced pressure

反应条件: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 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%). was added The reaction mixture was filtrated 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 dried over anhydrous magnesium sulfate After filtration, low boiling matters were distilled away from the filtrate under reduced pressure the residue was purified by silica gel column chromatography (chloroform/methanol=19/1)