N-Hydroxyphthalimide → HCID 67823577, compound

Participants

Reaction Steps

With stirring and under nitrogen, a solution of 0.283 ml (0.001693 mol) of diethyl azodicarboxylate (93%) in 1 ml of benzene is added dropwise at 20°-30° C. to a suspension of 0.37 g (0.001613 mol) of cis-N-BOC-2-ethyl-4-hydroxypiperidine, 0.263 g (0.001613 mol) of N-hydroxyphthalimide and 0.423 g (0.001613 mol) of triphenylphosphine in 5 ml of benzene. The reaction mixture is further stirred for 15 hours at room temperature, then filtered to remove precipitated diethyl 1,2-hydrazinedicarboxylate, and the filtrate is concentrated under vacuum. The residue is purified by flash chromatography over silica gel using ethyl acetate:hexane (1:3), to give the title compound as a colourless resin; Rf =0.66 (silica gel/ethyl acetate:hexane (2:1)).

Provenance & Evidence