Potassium Iodide → HCID 68213438, compound

Participants

Reaction Steps

Under argon, 13.4 g (41.2 mmol) of the compound from Example 1A were dissolved in 160 ml of acetonitrile, 11.8 ml (15.5 g, 74.1 mmol) of ethyl 5-bromovalerate, 27 g (82.4 mmol) of cesium carbonate and 685 mg (4.1 mmol) of potassium iodide were added and the mixture was stirred under reflux overnight. After addition of a further 550 mg of potassium iodide, the mixture was once more stirred under reflux overnight. Another 2 g of potassium iodide were then added, and the mixture was again stirred under reflux overnight. After cooling, the precipitate was filtered off and the filtrate was concentrated. This residue was then purified chromatographically on 1.2 kg of silica gel using the mobile phase isohexane/ethyl acetate (gradient 10:1→5:1). This gave 10.95 g (59% of theory) of the title compound as a colorless solid.

Provenance & Evidence