[ClH:1].[CH2:2]([N:4]([CH:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)[CH2:5][CH3:6])[CH3:3]>O1CCOCC1>[ClH:1].[ClH:1].[CH2:5]([N:4]([CH2:2][CH3:3])[CH:7]1[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)[CH3:6]Cooled with ice bath, 4M hydrochloric acid in dioxane (25 mL) was added to tert-butyl 4-(N,N-diethylamino)piperidine-1-carboxylate (6.1 g, 0.024 mol) and the mixture was stirred at ambient temperature for 2 h. The solvent was removed under reduced pressure, and the residue was suspended in diethyl ether, then the precipitate was collected by filtration, washed with diethyl ether and then dried to afford 4-(diethylamino)piperidine dihydrochloride as solid (3.9 g, y. 99%).
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