Potassium Iodide → HCID 131711325, compound

Participants

Reaction Steps

A mixture of 3.3 g of 3-tert.-butylphenol and 0.83 g of 60% sodium hydride-oil dispersion in 40 ml of tetrahydrofuran is stirred under argon for 1 hour at room temperature. To the mixture is added 3.65 g of potassium iodide, one ml of hexamethylphosphoramide and dropwise, a solution of 8.51 g of methyl bromo{p-[(p-chlorophenoxy)methoxy]phenyl}acetate in 30 ml of tetrahydrofuran. The mixture is refluxed for 18 hours and poured into 500 ml of water containing 2 ml of acetic acid. The mixture is extracted with ether and the ether extracts washed with sodium bicarbonate solution, 10% sodium bisulfite solution and with saturated sodium chloride solution. The solvent is removed under reduced pressure to give 11.7 g of a gum. Chromatography over silica gel with dichloromethane as eluent gives 6 g of product as a gum.

Provenance & Evidence