Potassium Bromide → 3,3'-Dihydroxy-2,2'-biquinoline

Participants

Reaction Steps

Yield 0.17 g 94.4%)--melting point>360° C.--RF (silica gel/i-propanol)=0.82.--IR (KBr): 3420 cm-1 (m), 3067-2550 (m, OH), 1574 (m), 1508 (m), 1503 (m), 1466 (m), 1425 (w), 1400 (w), 1376 (m), 1332 (s), 1281 (w), 1249 (w), 1217 (s), 1161 (w), 1141 (s), 755 (s).--UV/VIS (chloroform): λmax (ε)=399 nm (9202), 328 nm (7975).--1H-NMR ((D6)DMSO/TMS): δ:6.96-7.58 (m, 6H, 5-H, 5'-H, 6-H, 6'-H, 7-H, 7'-H), 7.98 (d, J8,7 =J8',7' 8.0 Hz, 2H, 8-H, 8'-H), 8.87 (s, 2H, 4-H, 4'-H).--MS (70 eV): m/z (%)=298 (18) M+ +1, 288 (100) M+, 287 (16), 271 (7) M+ -OH, 260 (7), 259 (17), 232 (5), 231 (9), 204 (7), 176 (s), 88 (4).

Provenance & Evidence