Triethylamine → HCID 67234880, compound

Participants

Reaction Steps

Azetidine hydrochloride (10.3 g, 110 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (25.2 g, 131 mmol), 1-hydroxybenzotriazole (20.1 g, 131 mmol), and triethylamine (33.6 ml, 241 mmol) were added to a N,N-dimethylformamide solution (500 ml) of 1-(benzyloxy)benzoate (25 g, 110 mmol), and this mixture was stirred overnight at room temperature. Water was added to this reaction solution, this mixture was extracted with ethyl acetate twice, followed by washing the organic layer with water and a saturated saline solution, drying the organic layer with anhydrous sodium sulfate, and thereafter concentrating this solvent under reduced pressure. The obtained residue was crystallized from chloroform-diethyl ether to obtain 1-[4-(benzyloxy)-benzoyl]azetidine (23.0 g, yield: 79%) as an ecru solid.

Provenance & Evidence