5-Benzyl-5-azaspiro[2.4]heptane-4,7-dione → 5-Benzyl-5-azaspiro[2.4]heptan-7-ol

Participants

Reaction Conditions

Reaction Steps

5-(Phenylmethyl)-5-azaspiro[2.4]heptane-4,7-dione (997.4 mg, 4.63 mmol) was dissolved in 46 mL of THF and LiAlH4 (997 mg) was added portion wise with stirring. The mixture was heated to 65° C. for 5 hours, then cooled to 0° C. The reaction was quenched with Na2SO4.H2O and was stirred at room temperature overnight. The contents were filtered through Celite, and the Celite pad was washed with EtOAc. The Celite filter cake was suspended in EtOAc (200 mL) and boiled for 5 min. The suspension was filtered, and the combined organic filtrates were then concentrated in vacuo to provide 5-(phenylmethyl)-5-azaspiro[2.4]heptan-7-ol (983 mg, >100%). LCMS: (M+H)+: 204.1

Provenance & Evidence