Water → HCID 86678701, compound

Participants

Reaction Steps

Lithium aluminum hydride (2.54 g) was suspended in THF (140 mL), and a solution of 3-tert-butyl 7-methyl 3-azabicyclo[3.3.1]nonane-3,7-dicarboxylate (9.49 g) in THF (27 mL) was added dropwise under ice-cooling. The reaction mixture was stirred for 30 min under ice-cooling, and water (2.54 mL) was slowly added dropwise. To the reaction mixture was added dropwise 15% aqueous sodium hydroxide solution (2.54 mL), and then water (7.5 mL) was added, and the mixture was stirred at room temperature for 3 days. The solid was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (8.02 g).

Provenance & Evidence