Sodium Iodide → HCID 86750306, compound

Participants

Reaction Steps

NaI (0.185 g, 1.2342 mmol) and trimethylsilyl chloride (0.156 mL, 1.2336 mmol) were stirred in acetonitrile (50 mL). Tris(8-tertbutylcarbonylthio-2,2,6,6-tetramethylbenzo-[1,2-d:4,5-d]bis(1,3)dioxole-4-yl)methanol (0.220 g, 0.2056 mmol, Example 47) was added in solid form and the color of the solution became brownish. Na2S2O4 (20 mL, sat.) was added after 60 minutes and the mixture was stirred 5 minutes before separation of the phases. The aqueous phase was extracted with diethyl ether (50 mL), and the combined organic phase was dried (MgSO4) and evaporated, yielding 0.105 g (0.1168 mmol, 83%) of the title compound. Tris(8-tertbutylcarbonylthio-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)methane (0.205 g, 0.200 mmol, 97.3%).

Provenance & Evidence