dimethylacetamide and 150 ml toluene the reaction mixture was refluxed for 7 hours and the byproduct water formed was removed from the reaction mixture after completion of the reaction the solvent was distilled off and the dark sticky product was dried at vacuum the compound obtained was potassium salt of 3 pentadecyl phenol in a yield of 112 g 99 of the theoretical to a round bottom flask containing 11 g potassium salt of 3 pentadecylphenol 0 32 mol was added 50 88 g 0 32 mol of bromobenzene followed by 2 22 g cu powder 2 wt along with 150 ml n n dimethylacetamide the reaction mixture was then heated at 150 u00b0 c for 8 hours after completion of the reaction the obtained dark colored solution was poured into 500 ml water the cu salts were removed by filtration the filtrate was extracted with ethyl acetate thoroughly washed with water followed by saturated aqueous sodium chloride solution and dried over sodium sulfate solvent evaporation yielded crude 1 pentadecyl 3 phenoxy benzene pure 1 pentadecyl 3 phenoxy benzene was obtained after silica gel 60 120 mesh column chromatography pet ether 70 g 57 of the theoretical into a three necked round bottom flask equipped with a stirrer a condenser a dropping funnel and a thermometer containing a stirred solution of 25 g 0 066 mol 1 pentadecyl 3 phenoxy benzene in 150 ml dichloromethane was added dropwise 22 08 g 0 14 mol of br 2 protecting from light the top of the condenser was equipped with a trap to absorb the hbr released during the reaction br 2 was added at a temperature between u2212 5.