Sodium Azide → HCID 18334250, compound

Participants

Reaction Steps

Sodium azide (26.1 g) was added to a solution of α-(4-methoxyphenyl)-3-nitrobenzyl bromide (25.8 g) in dimethylformamide (200 ml) in an ice bath. The mixture was stirred on the ice bath for 1 hour and then at ambient temperature for 1 hour. The dimethylformamidle was then removed by evaporation under reduced pressure. The residue was partitioned between ethyl acetate and water two times. The ethyl acetate layers were combined and washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated by evaporation under reduced pressure. The residue was purified by chromatography through a silica gel column using a 6:1 by volume mixture of hexane and ethyl acetate as the eluant, to afford the title compound (18.6 g) as a yellow oil.

Provenance & Evidence