Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.3 Cyclisierungsedukte 197
Schmelzpunkt: 137-140°C (Essigester/Hexan)
1 H-NMR δ [ppm]:
(300 MHz) Aceton-d6
13 C-NMR δ [ppm]:
(75 MHz) Aceton-d6
1.32 und 1.33 (t, 3 J=7.32, 3H, CH3, 2'''-H); 3.92 und 3.96 (s,
3H, CH3, N-CH3); 4.27 und 4.29 (q, 3 J=7.32, 2H, CH2, 1'''-
H); 5.82 (d, 3 J=11.72, 1H, CH, 2''-H ((E/Z)-Isomer)); 6.16
(d, 3 J=16.60, 1H, CH, 2''-H ((E/E)-Isomer)); 6.28 (d,
3 J=16.11, 1H, CH, 2'-H ((E/Z)-Isomer)); 6.41 (d, 3 J=16.11,
1H, CH, 2'-H ((E/E)-Isomer)); 7.21-8.01 (m, 6H, 6xCH, 4-H,
7-H, 3''-H, 3'-H)
15.5 (CH3, C-2'''); 32.5 (CH3, N-CH3); 62.3 (CH2, C-1''');
94.8 (CH1, C-2''); 112.5 (CH1, C-7); 114.4 (Cq, C-3); 121.2
(Cq, C-1''); 122.3 (CH1, C-4); 123.9 (CH1, C-5); 126.1 (CH1,
C-2'); 126.4 (CH1, C-6); 126.5 (Cq, C-3a); 132.3 (CH1, C-
3'); 139.1 (CH1, C-7a); 140.8 (CH1, C-2); 143.7 (CH1, C-3'');
167.0 (Cq, C-1')
EI-MS (70 eV); m/z (%) 280.2 (_, 20.89), 207.2 (100.00), 192.3 (47.64)
Elementaranalyse (%): Ber.: C: 72.84 H: 5.75 N: 9.99
Gef.: C: 71.43 H: 5.81 N: 9.81
UV/VIS [nm]: lgε
CH2Cl2
λmax: 302.8 (5.28); λ1: 348.8 (5.15)
IR (KBr); ö [cm -1 ] 3048 (w) 2976 (w) 2929 (w) 2897 (w) 2867 (w)
2207 (s) 1702 (s) 1625 (s) 1598 (s) 1573 (m)
1470 (s) 1417 (s) 1392 (s) 1367 (s) 1333 (m)
1298 (s) 1283 (s) 1257 (s) 1180 (s) 1139 (m)
1121 (s) 1096 (m) 1059 (m) 1036 (s) 970 (s)
920 (m) 861 (m) 833 (w) 818 (m) 807 (m)
780 (m) 749 (s)
10.3.1.8 (E)-3-[3-((E),(Z)-2-Cyanovinyl)-1-methyl-1H-indol-2-yl]-acrylsäureisopro-
pylester (59)
6
5
7
4
7a
3a
1
N
3
2
CH3
Summenformel: C18H18N2O2
3''
3'
2''
1''
CN
2'
1'
1''' 2'''
CO2CH(CH3)2