Tetrahydrofuran → 2,2-Dimethyl-1',3'-dihydrospiro[1,3-dioxane-5,2'-inden]-1'-amine

Participants

Reaction Conditions

Reaction Steps

To a suspension of 384 mg of lithium aluminum hydride in 22 ml of diethyl ether were added 0.5 g of N-hydroxy-2,2-dimethylspiro[1,3-dioxane-5,2′-inden]-1′(3′H)-imine and 5 ml of THF under ice-cooling, followed by stirring at 40° C. for 8 hours. 0.55 ml of water, 0.55 ml of a 15% aqueous sodium hydroxide solution, and 1.65 ml of water were added thereto under ice-cooling. After filtration through Celite, the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 146 mg of 2,2-dimethyl-1′,3′-dihydrospiro[1,3-dioxane-5,2′-inden]-1′-amine.

Provenance & Evidence