Dichloromethane → (3R)-N,N-dimethylpiperidin-3-amine,hydrochloride

Participants

Reaction Steps

1,1-Dimethylethyl (3R)-3-(dimethylamino)-1-piperidinecarboxylate (5.0 g crude, 21.12 assumed mmol) was dissolved and stirred in a mixture of CH2Cl2 (10 mL) and 4M HCl in dioxane (21 mL, 4 eqv.) A white precipitate formed. The reaction appeared to stall at approximately 70% completion, and therefore another 21 mL of 4M HCl in dioxane was added to the reaction mixture. After 4 h at room temperature, the solvent was evaporated, providing (3R)—N,N-dimethyl-3-piperidinamine, dihydrochloride as a white solid (3.5 g, 89% for two steps).

Provenance & Evidence