Acetone → tert-Butyl[(9-iodonon-3-yn-1-yl)oxy]dimethylsilane

Participants

Reaction Steps

To 7.9 g (27 mmol) of 17 was added 100 mL of acetone containing 8.2 g (55 mmol) of sodium iodide. The resultant solution was refluxed for 65 hr and then concentrated in vacuo, diluted with water (150 mL) and extracted with ether (3×75 mL). The ether extract was washed with aqueous sodium thiosulfate (2×75 mL) and brine (2×75 mL). Distillation (Vigreux) gave 10.0 g (96% yield) of 18.

Provenance & Evidence