Hydrochloric Acid → (3S)-1-(Cyclohex-1-en-1-ylmethyl)pyrrolidin-3-amine

Participants

Reaction Steps

A mixture of tert-butyl N-[(3S)-1-(cyclohex-1-en-1-ylmethyl)pyrrolidin-3-yl]carbamate obtained in Example 9a (1.3 g, 4.64 mmol) and ethanol (9.2 ml) was stirred under ice-cooling, a 5 N aqueous hydrochloric acid solution (9.28 ml, 46.4 mmol) was added, and the reaction mixture was stirred at room temperature for 14 hours and 30 minutes. The reaction mixture was stirred under ice-cooling, a 5 N aqueous sodium hydroxide solution (9.28 ml, 46.4 mmol) was added, and the solvent was distilled off. Ethanol was added to the residue, the precipitated solid was filtered off, and the solvent in the filtrate was distilled off. Ethanol was further added to the residue, the precipitated solid was filtered off, and the solvent in the filtrate was distilled off to give the title compound (0.8 g, yield 95.6%).

Provenance & Evidence