Sodium Hydroxide → tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl 4-oxopiperidine-1-carboxylate (2.00 g), trimethylsulfoxonium iodide (2.43 g) and tetrabutylammomium bromide (0.048 g) in toluene (20 mL) was added a solution of sodium hydroxide (5.02 mL) in water (6.3 mL) dropwise at room temperature. The resulting mixture was heated at 80° C. for 4 hours. The organic phase was separated and the aqueous layer was extracted with toluene. The combined extracts were washed with water, brine, dried and evaporated in vacuo and further dried under high vacuum to obtain the title compound (1.85 g) having the following physical data.

Provenance & Evidence