Iodine → HCID 69101330, compound

Participants

Reaction Steps

Magnesium (1.2 equiv.) is stirred in anhydrous ether under a nitrogen atmosphere and a catalytic amount of iodine is added. The mixture is heated to reflux and 4-bromomethylpyridine (1 equiv.) is added. The reaction is stirred until formation of the Grignard reagent is complete and 9-phthalimidononanal (1.5 equiv.) is added. The reaction mixture is stirred until completion, quenched with ammonium chloride, extracted with brine and concentrated in vacuo. The crude product is purified by silica gel chromatography to give 1-hydroxy-1-(4-pyridinyl)-10-phthalimidodecane.

Provenance & Evidence