and triethylamine 0 33 ml 2 3 mmol the solution was stirred at room temperature for fourteen hours after which time the triethylamine hydrochloride was filtered off and washed with hot tetrahydrofuran 2 u00d7 10 ml the filtrate was evaporated to give a pale yellow solid that was recrystallized from tetrahydrofuran hexane to afford 0 60 g 75 of compound 8a as a pale yellow solid mp 214 216 u00b0 c 1 h nmr dmso d 6 u03b4 3 83 t 2h j 5 46 hz 4 65 t 2h j 5 46 hz 7 56 m 3h 7 71 d 1h j 8 93 hz 7 99 d 2h j 8 15 8 29 dd 1h j 2 39 hz 8 74 hz 8 68 d 1h j 2 18 hz 10 63 s 1h 13 c nmr u03b4 30 49 69 98 91 08 117 64 119 23 122 38 127 52 127 86 128 20 131 62 131 90 134 12 137 90 151 40 158 35 165 43 exact mass calcd for c 18 h 3 brclno 4 420 9716 observed m h 421 9788 7 benzamido 3 3 bromopropoxy 4 chloroisocoumarin 8b 82 yield pale yellow solid mp 193 194 u00b0 c 1 h nmr dmso d 6 u03b4 2 28 m 2h 3 66 t 2h j 6 56 hz 4 44 t 2h j 5 96 hz 7 55 m 3h 7 68 d 1h j 8 74 hz 7 98 d 6 56 hz 8 25 dd 1h j 1 99 hz 8 74 hz 8 66 d 1h j 1 98 hz 10 62 s 1h 13c nmr u03b4 30.