0 084 g 17 as pale yellow oil 1 h nmr cdcl 3 u03b4 7 44 7 50 m 2h 7 38 d 1h j 8 8 hz 7 16 7 31 m 6h 4 35 4 42 m 1h nh 3 51 s 2h 3 33 t 2h j 6 2 hz 2 92 br d 2h j 11 5 hz 1 99 t 2h j 11 6 hz 1 77 br d 2h j 12 7 hz 1 75 1 80 m 1h 1 33 1 45 m 2h 13 c nmr cdcl 3 u03b4 162 8 158 6 137 8 129 8 129 3 128 2 127 2 122 1 119 7 116 2 110 1 63 2 53 3 49 4 35 2 29 9 29 7 ir kbr 3290 2924 2852 1614 1564 1450 1365 cm 1 hrms calc 39 d for c 20 h 23 n 3 o 321 1842 found 321 1825 the procedure described in example 21 was followed with 3 chloro 1 2 benzisoxazole 0 682 g 4 44 mmol 4 aminoethyl 1 phenylmethyl piperidine 0 970 g 4 44 mmol and k 2 co 3 0 614 g 4 44 mmol in dmso 30 ml after purification the title compound 0 231 g 15 was obtained as a pale yellow oil 1 h nmr cdcl 3 u03b4 7 45 7 54 m 2h 7 24 7 40 m 6h 7 19 t 1h j 7 8 hz 4 40 brt 1h j 5 5 hz 3 52 s 2h 3 45 dt.