Synthesis of some acetylenic morpholine derivatives via grignard reactions

Abstract EN

New derivatives for acetylenic morpholine were prepared.

Acetylenic amine (Npropargyl morpholine 1) was synthesized by the reaction of propargyl bromide with morpholine in aqueous medium.

This compound was used as a synthone for hydroxyl acetylenic compounds.

Compound (1) was converted to the Grignard reagent (2) by the reaction with methyl magnesium iodide.

The reaction of the intermediate (2) with different carbonyl compounds afforded hydroxy acetylenic compound (3).

Finally, prepared Npropargyl ether morpholino (4a-i) was prepared by the reaction of the hydroxy acetylenic compound with chloro acetanilide, benzyl chloride via willamson reaction.

The structure of the synthesized compounds has been elucidated by the available physical and spectral methods.