Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10 Experimenteller, chemisch-präparativer Teil 290
13 C-NMR δ [ppm]:
(75 MHz) CD2Cl2
34.3 (CH3, N-CH3); 100.4 (Cq, d, 4 J(C, F)=5.65, C-5); 109.8
(CH, C-10); 111.0 (CH, d, 2 J(C, F)=22.61), C-4); 116.3 (CH,
d, 2 J(C, F)=23.74, C-2); 117.8 (Cq, C-6a); 119.1 (2xCq, C-
11b und C-1'); 119.8 (CH, C-7); 121.4 (CH, C-8); 122.3 (Cq,
C-6b); 125.8 (CH, d, 3 J(C, F)=9.04, C-1); 126.3 (CH, C-9);
128.0 (CH, C-6); 133.9 (Cq, d, 3 J(C, F)=9.04, C-4a); 138.0
(Cq, C-11a); 141.2 (Cq, C-10a); 161.3 (Cq, d, 1 J(C,
F)=248.66, C-3)
EI-MS (70 eV); m/z (%) 273.5 (_, 100.00), 258.8 (20.00), 106.8 (11.05), 94.7
(13.02), 82.9 (15.58), 80.8 (19.93), 66.6 (13.48),57.3
(17.86), 55.3 (27.35)
Elementaranalyse (%): Ber.: C: 78.82 H: 4.04 N: 10.21
Gef.: C: 78.36 H: 4.22 N: 10.09
UV/VIS [nm]: lgε
CH2Cl2
λmax: 288.6 (5.71); λ1: 365.2 (4.95); λ2: 348.2 (5.05);
λ3: 306.0 (5.14); λ4: 242.0 (5.49)
IR (KBr); ö [cm -1 ] 3075 (w) 3052 (w) 2215 (s) 1630 (m) 1592 (m)
1558 (m) 1518 (w) 1491 (m) 1474 (s) 1460 (s)
1415 (w) 1377 (m) 1367 (m) 1331 (m) 1313 (w)
1279 (s) 1255 (s) 1216 (m) 1172 (m) 1161 (w)
1137 (m) 1061 (w) 1031 (w) 1021 (w) 939 (m)
912 (w) 874 (w) 860 (m) 808 (m) 765 (m)
752 (m) 737 (s) 688 (w)
10.4.3.23 3-Cyano-11-methyl-11H-benzo[a]carbazol-5-carbonsäuremethylester
(125)
9
8
10
Summenformel: C20H14N2O2
Molekulargewicht: 314.34
7
6b 6a
N
CH3
6
1
CO2CH3
5
4a
11
10a 11a 11b
Einsatzmengen: 480 mg (1,5 mmol) 92
Iod
350 ml CH2Cl2
1' 1''
2
4
3
1'''
CN