Acetic Anhydride → N-Ethyl-2-(piperidin-1-yl)ethan-1-amine

To a solution of 1-(2-aminoethyl)piperidine(5.01 g) in dichloromethane (100 ml) were added triethylamine(11 ml) and acetic anhydride(4.4 ml) and then the mixture was stirred at room temperature for 40 minutes. The reaction solution was washed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. The residue was dropped into a suspension of lithium aluminium hydride (3.46 g) in tetrahydrofuran(100 ml). After being refluxed with heating for 1 hour, the reaction mixture was filtrated. The filtrate was concentrated, thereby yielding 4.43 g(79%) of 1-[2-(ethylamino)ethyl]piperidine.

1. washThe reaction solution was washed with saturated sodium hydrogencarbonate aqueous solution and saturated brine successively
2. dry with materialdried over sodium sulfate anhydride
3. concentrationconcentrated under a vacuum
4. additionThe residue was dropped into a suspension of lithium aluminium hydride (3.46 g) in tetrahydrofuran(100 ml)
5. temperatureAfter being refluxed
6. temperaturewith heating for 1 hour
7. filtrationthe reaction mixture was filtrated
8. concentrationThe filtrate was concentrated

ORD record

ord-6cb8a8411d704825b480ef9b8c3f7f7f

Source dataset

uspto-grants-1998_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05814634