Triethylamine → 1-(Diphenylmethyl)azetidin-3-yl methanesulfonate

Participants

Reaction Steps

Triethylamine (153 mL) was added to a methylene chloride solution (1 L) of 1-diphenylmethyl-3-hydroxyazetidine (239 g) at room temperature, and methanesulfonyl chloride (85 mL) was added dropwise to the mixture under cooling with ice. The mixture was returned to room temperature, and stirred for two hours. The reaction mixture was washed with water (1 L), and the organic layer was dried with sodium sulfate anhydrate, followed by removal of solvent under reduced pressure. The precipitated solid was dispersed in hexane and collected through filtration, to thereby yield 313 g of the title compound.

Provenance & Evidence