Sodium Iodide → HCID 20250460, compound

Participants

Reaction Steps

A 250 ml single neck round bottom flask was charged with 2.70 g (12.15 mmole) of the compound from Example 34, 42 g or 25 ml (182 mmole) of 1,5-dibromopentane, 2.07 g (15 mmole) of anhydrous potassium carbonate, 750 mg (5 mmole) of sodium iodide, and 150 ml of methyl ethyl ketone. The flask was fitted with a magnetic stirring bar and a condenser topped with a calcium chloride drying tube and the reaction was refluxed for 5 days. The undissolved solids were removed by filtration and the filtrate was concentrated in vacuo on a rotary evaporator. The crude liquid residue was purified by high pressure liquid chromatography (20% ethyl acetate-hexane) to give 2.69 g (82%) of the title compound as a light yellow oil. Calc: C, 58.22; H, 7.33; Found: C, 58.10; H, 7.24.

Provenance & Evidence