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  (Organic Chemistry)

Alcohol to Iodide

(Appel Reaction)


Example 1

To a solution of the SM (0.79 g, 2.03 mmol), PPh3 (1.20 g, 4.58 mmol), and imidazole (0.277 g, 4.07 mmol) in THF (15 mL) was added iodine (0.96 g, 3.78 mmol) at RT. After 4 h, NaHCO3 (500 mg) was added to the mixture followed by H2O (200 uL) to quench the reaction. The mixture was concentrated and the residue was purified by silica gel column chromatography (1:1 EtOAc/hexane) to provide the product as a solid. [0.85 g, 84%]

[Patent Reference: WO2016018697, page 79, (5.3 MB)]