1,2-Diaminocyclohexane, (+)- → HCID 59025424, compound

Participants

Reaction Steps

To a solution of (1S,2S)-cyclohexane-1,2-diamine (4 g, 35.08 mmol) in dichloromethane (80 mL) was added tert-butyl 4-oxopiperidine-1-carboxylate (3.49 g, 17.54 mmol) followed by sodium triacetoxy borohydride (11.15 g, 52.60 mmol) and stirred at room temperature for 5 hours. A saturated solution of sodium hydrogen carbonate (10 mL) was then added and the reaction diluted in dichloromethane (100 mL). The phases were separated and aqueous phase was extracted with dichloromethane (2×60 mL). Combined organic layers was washed with brine, dried and concentrated in vacuo. The crude compound was purified by flash chromatography to provide the titled compound as yellow oil (3.5 g).

Provenance & Evidence