minutes dried over anhydrous sulfate and concentrated in vacuo to afford the title compound as a light yellow colored solid 23 5 grams 1 h nmr 400 mhz cdcl 3 u03b4 10 08 s 1h 8 85 s 1h 8 12 d 1h 7 50 d 1h to a cooled 5 u00b0 c stirred slurry of methyltriphenylphosphonium bromide 75 7 grams in tetrahydrofuran 530 ml was added potassium t butoxide 23 8 grams portionwise over a 5 minute period to produce a yellow slurry after 30 minutes 2 chloro 5 formylpyridine 25 0 grams was added in one portion to produce a purple colored slurry after an additional 30 minutes the reaction mixture was treated with saturated aqueous ammonium chloride 200 ml and a majority of the tetrahydrofuran was removed in vacuo the resulting mixture was washed with ethyl acetate the combined organic layers washed with saturated aqueous brine stirred over activated charcoal for 20 minutes dried over anhydrous sodium sulfate and concentrated in vacuo the resulting semi solid was stirred for 30 minutes with a solution of 2 1 diethyl ether petroleum ether 375 ml filtered and the solids washed with an additional portion of 2 1 diethyl ether petroleum ether 300 ml the combined filtrates were concentrated in vacuo pre loaded on 60 grams of.