Potassium Iodide → HCID 131711339, compound

Participants

Reaction Steps

A mixture of 4.25 g of 4-tert.-butyl-2-chlorophenol, 30 ml of tetrahydrofuran and 0.88 g of sodium hydride (60% dispersion in oil) is stirred at room temperature for 1 hour. To the mixture is added 3.48 g of potassium iodide and then a solution of 8.28 g of methyl bromo{p-[3-(p-chlorophenoxy)propoxy]phenyl}acetate in 30 ml of tetrahydrofuran is added dropwise. After stirring and heating in an oil bath at 60° C. for 18 hours, the mixture is poured into ice-water containing 3 ml of acetic acid. The mixture is extracted with ethyl acetate and the combined extracts washed with sodium bicarbonate solution, 10% sodium bisulfite and saturated sodium chloride solution. The dried (MgSO4) extract is concentrated under reduced pressure to give an amber gum. The gum is dissolved in dichloromethane and the solution passed through a column of silica gel with dichloromethane as eluent. From the main cuts there is obtained 10 g of product as a viscous oil.

Provenance & Evidence