ml the mixture was stirred at reflux for 24 h and extracted with ethyl acetate 3 u00d7 150 ml the combined organic extracts were washed with brine and dried na 2 so 4 after removing the solvent under reduced pressure flash chromatography 1 1 diethyl ether hexane of the residue gave 14 20 g 66 over two steps of the title compound as a yellow oil 1 h nmr 250 mhz cdcl 3 d 7 09 d 1h 6 82 6 72 m 2h 4 27 t 2h 3 75 t 3h 3 71 s 3h to a solution of 2 bromo 1 2 chloroethoxy 4 methoxybenzene 1 38 g 5 22 mmol in thf was added 190 mg 7 82 mmol of mg and mei 3 ml the mixture was sonicated for 2 h and stirred at room temperature for additional 20 h the reaction was quenched with 3n hcl 50 ml and extracted with 1 1 hexane ethyl acetate 3 u00d7 50 ml the combined organic extracts were washed with saturated nahco 3 brine and dried na 2 so 4 after removing the solvent under reduced pressure flash chromatography 3 1 hexane ethyl acetate of the residue gave 0 66 g 85 of the title compound as a colorless liquid 1 h nmr 400 mhz cdcl 3 d 6 80 d 1h 6 70 d 1h 6 65 dd 1h.