Benzhydrylamine → 1-(Diphenylmethyl)azetidin-3-ol

Participants

Reaction Steps

Benzhydrylamine (12 g, 64 mmol), epichlorohydrin (5.9 g, 64 mmol), and 30 mL of methanol were stored under argon in a light-shielded state for 3 days. Next, the mixture was heated under reflux for 3 days in an oil bath. After the completion of the reaction was confirmed by TLC, the solvent was distilled off. To the resulting residue was added acetone, and the mixture was filtrated. The matter separated by filtration was dissolved in ether and washed with a 6-N sodium hydroxide aqueous solution. The organic layer was dried over sodium sulfate, the solvent was distilled off. Thus the title compound (1.3 g, 83%) was obtained.

Provenance & Evidence