Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.4 Cyclisierungen 281
Ausbeute: 133 mg (519 µmol; 52%)
Schmelzpunkt: 187-188°C (Essigester / Hexan)
1 H-NMR δ [ppm]:
(300 MHz) CDCl3
13 C-NMR δ [ppm]:
(75 MHz) CDCl3
4.28 (s, 3H, CH3, N-CH3); 7.39 (dd, 3 J=6.44, 3 J=6.44, 1H,
CH, 10-H); 7.52-7.60 (m, 2H, 2xCH, 2-H, 3-H); 7.63-7.72
(m, 2H, 2xCH, 8-H, 9-H); 8.07 (d, 3 J=7.87, 1H, CH, 7-H);
8.39 (m, 1H, CH, 1-H); 8.44 (s, 1H, CH, 6-H); 8.61-8.65 (m,
1H, CH, 4-H)
33.47 (CH3, N-CH3); 100.34 (Cq, C-5); 109.19 (CH, C-10);
117.30 (Cq, C-11b); 119.24 (Cq, C-1'); 119.33 (CH, C-7);
120.75 (CH, C-8); 121.45 (Cq, C-6a); 121.80 (Cq, C-4a);
122.27 (CH, C-4); 125.75 (CH, C-1); 126.09 (CH, C-9);
126.24 (2xCH, C-2, C-3); 126.45 (CH, C-6); 131.42 (Cq, C-
6b); 136.96 (Cq, C-11a); 140.49 (Cq, C-10a)
EI-MS (70 eV); m/z (%) 256.0 (_, 100.00), 240.8 (20.98), 148.6 (11.69), 127.6
(11.19), 113.7 (11.29), 106.8 (17.42), 82.9 (10.26), 80.7
(13.26), 57.4 (24.10)
Elementaranalyse (%): Ber.: C: 84.35 H: 4.72 N: 10.93
Gef.: C: 83.52 H: 5.12 N: 10.72
UV/VIS [nm]: lgε
CH2Cl2
λmax: 288.4 (5.69); λ1: 346.8 (5.10); λ2: 336.2 (5.06);
λ3: 304.6 (5.24); λ4: 265.6 (5.19); λ5: 245.6 (5.45)
IR (KBr); ö [cm -1 ] 3423 (w) 2969 (w) 2860 (w) 2791 (w) 2165 (s)
1543 (m) 1471 (w) 1449 (m) 1436 (m) 1415 (w)
1387 (m) 1353 (m) 1328 (m) 1312 (w) 1263 (s)
1228 (s) 1180 (m) 1160 (s) 1149 (m) 1131 (m)
1104 (w) 1081 (m) 1058 (m) 998 (m) 968 (w)
956 (m) 899 (w) 869 (w) 856 (w) 838 (w)
817 (w) 795 (m) 752 (w) 733 (s) 717 (s)
677 (w)