thin film neat nacl 2928 1772 1724 1656 1599 1454 1364 1267 1153 1100 cm 31 1 1 h nmr cdcl 3 400 mhz u03b4 7 01 6 94 m 5 h 6 80 d 1h j 8 hz 4 93 dd 1 h j 4 8 hz and 8 hz 4 18 d 2 h j 6 8 hz 3 37 dd 1 h j 4 hz and 8 4 hz 3 05 t 1 h j 8 hz 2 87 2 83 m 1h 2 74 t 1 h j 7 6 hz 2 25 t 1h j 7 6 hz 1 85 s 3 h 1 81 1 77 m 1 h 1 58 1 37 m 4 h 1 01 s 9 h 13 c nmr cdcl 3 100 mhz u03b4 173 65 138 51 128 09 127 28 127 22 124 40 123 45 119 32 109 80 74 32 72 78 70 55 56 69 40 32 39 31 35 62 30 74 28 06 22 74 hrms calcd for c 23 h 32 n 2 o 2 369 2542 m h found 369 2543 m h u03b1 28 d 26 6 c 5 6 ch 2 cl 2 reference 1 kaufman t s synlett 1997 1377 a solution of 1 4 benzyloxymethyl 3 1 methylpyrrolidin 2 yl 4h pyridin 1 yl 2 2 dimethyl propan 1 one 0 176 g 0 48 mmol sulfur 0 015 g 0 48 mmol and toluene 5 ml was refluxed for 3 days after filtration of the mixture through a pad of celite and evaporation of the solvent under reduced pressure the crude material was purified by radial plc hexanes to afford 0 08 g 60 of 4 benzyloxymethyl.