Sodium Iodide → Iodomethyl pivalate

Participants

Reaction Steps

To a mixture of 4.5 g of sodium iodide and 1.0 g of trioxane in 30 ml of acetonitrile, 3.6 g of pivaloyl chloride is added dropwise while stirring under ice-cooling. The mixture is stirred for 60 minutes at 60° C. Fifty ml of n-hexane and 50 ml of water are added to the reaction mixture and the aqueous layer is discarded. The organic layer is washed with water once and dried over magnesium sulfate. Evaporation of the solvent gives 4.8 g of the titled compound as an oil. Yield: 66%.

Provenance & Evidence