Diethyl Ether → HCID 57798314, compound

Participants

Reaction Steps

To a flask in an ice-bath was added 1-(diphenylmethyl)azetidin-3-one (3.0 g, 12.6 mmol), trimethylsilylcyanide (1.69 ml, 12.6 mmol) and diethyl ether (1 ml) followed by addition of zinc iodide (0.003 g). This gave a yellow suspension which turned to an orange solution after 20 mins stirring at room temperature. To the solution was added a solution of morpholine (1.1 g, 12.6 mmol) in methanol (6 ml). The solution was then refluxed overnight and no starting material remained by tlc. The reaction mixture was evaporated to dryness and the product crystallised from ethyl acetate/iso-hexane to give 1-(diphenylmethyl)-3-morpholin-4-ylazetidine-3-carbonitrile as a pale yellow crystalline solid. Analytical LCMS: single peak (214 nm), 5.74 min.

Provenance & Evidence