1-Iodododecane → Didodecyl P-[alpha-(N-Benzyl-N-dodecyloxyamino)benzyl]phosphonate

Participants

Reaction Conditions

Reaction Steps

A mixture of 5.0 g (23 mmol) of N-benzylidenebenzylamine N-oxide, 17.6 g (30 mmol) of tri-n-dodecyl phosphite and 29.6 g (100 mmol) of n-dodecyl iodide is heated at 70° C. for 24 hours. The reaction mixture is concentrated in vacuo and the residue is purified by HPLC (4:1 hexane:ethyl acetate eluent) followed by flash chromatography (methylene chloride eluent) to give 5.1 g (28% yield) of the title compound as a white solid melting at 38°-40° C.

Provenance & Evidence