Potassium Iodide → 2-(3-iodopropyl)-2,3-dihydro-1H-isoindole-1,3-dione

Participants

Reaction Steps

A solution of 10.0 g (0.04 mol) of N-(3-bromopropyl)phthalimide in 240 mL of acetone was treated with 41.7 g (0.25 mol) of potassium iodide and stirred at room temperature for 4 days. The reaction mixture was filtered and the filtrate was diluted with 800 mL of ether and filtered again through celite. The filtrate was then concentrated at reduced pressure. The resulting yellow solid was recrystallized from 550 mL of hexane (filtered hot and boiled down to 300 mL) to yield 10.71 g (91.1%) of 2 as off-white needles.

Provenance & Evidence