by aluminum chloride 5 3 g 40 mmol after 1 hour sodium bicarbonate saturated aqueous solution and methanol were added the mixture was then extracted throughout with ethyl acetate the combined organic extracts were washed with brine dried sodium sulfate filtered and concentrated the resulting material was purified by flash chromatography silica gel ethyl acetate to give 2 4 g of the title compound as a yellow solid yield 85 1 h nmr c 3 d 6 o d 8 6 8 7 m 2h 7 72 d j 9 0 hz 2h 7 27 d j 8 9 hz 2h 6 84 6 96 m 3h 6 73 d j 9 0 hz 2h 4 8 t j 3 1 hz 2h 6 methoxy 2 4 methoxyphenyl benzo b thiophen 3 yl 4 hydroxyphenyl methanone 0 39 g 1 00 mmol and ethylene glycol mono ethyl ether 2 mmol were converted to 350 mg of the title compound by the procedure of example 1 using 520 mg 2 0 mmol of triphenylphosphine and 2 0 mmol of diethyl azodicarboxylate the only difference being that the total reaction time was 18 hours 6 methoxy 2 4 methoxyphenyl benzo b thiophen 3 yl 4 ethoxyethoxy phenyl methanone 0 35 g 0 76.