Dimethylamine → Tert-butyl 3-((dimethylamino)methyl)azetidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A 2M solution of dimethylamine in tetrahydrofuran (20 ml) was added to a solution of tert-butyl 3-[(methanesulfonyloxy)methyl]azetidine-1-carboxylate (1.05 g) in methanol (20 ml), and the reaction mixture was heated in a sealed tube at 70° C. for 40 hours. The reaction mixture was allowed to cool down to room temperature. The reaction mixture was concentrated, and partitioned between ethyl acetate and a saturated aqueous solution of sodium hydrogencarbonate. The organic layer was washed with brine, and dried over anhydrous sodium sulfate. The solvent was distilled off to give the title compound (678 mg, 79.9%) as a yellow oil.

Provenance & Evidence