Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.3 Cyclisierungsedukte 241
1 H-NMR δ [ppm]:
(300 MHz) DMSO-d6
13 C-NMR δ [ppm]:
(75 MHz) DMSO-d6
3.66 (s, 3H, CH3, N-CH3); 6.17 (d, 3 J=16.58, 1H, CH, 2''-H
((E)-Isomer)); 7.21 (d, 3 J=16.58, 1H, CH, 3''-H ((E)-Isomer));
7.30 (dd, 3 J=7.16, 3 J=7.54, 1H, CH, 6-H); 7.39 (dd,
3 J=7.16, 3 J=7.91, 1H, CH, 5-H); 7.67 (d, 3 J=7.91, 1H, CH,
7-H); 7.82 (d, 3 J=8.29, 2H, 2xCH, 2'-H, 6'-H); 8.05 (d,
3 J=8.29, 1H, CH, 4-H); 8.42 (d, 3 J=8.29, 2H, 2xCH, 3'-H, 5'-
H)
31.2 (CH3, N-CH3); 90.8 (CH, C-2''); 110.0 (Cq, C-3); 111.1
(CH, C-7); 120.2 (Cq,C-1''); 120.3 (CH, C-4); 122.1 (CH, C-
5); 123.6 (CH, C-6); 123.7 (2xCH, C-3' und C-5'); 124.0
(Cq, C-3a); 132.2 (2xCH, C-2' und C-6'); 135.5 (Cq, C-1');
137.7 (Cq, C-7a); 142.3 (Cq, C-2); 142.5 (CH, C-3''); 147.7
(Cq, C-4')
EI-MS (70 eV); m/z (%) 303.1 (_, 2.10), 252.1 (10.25), 211.3 (100.00), 183.2
(33.59), 105.5 (13.63), 90.3 (10.13)
Elementaranalyse (%): Ber.: C: 71.28 H: 4.32 N: 13.85
Gef.: C: 71.15 H: 4.37 N: 13.70
UV/VIS [nm]: lgε
CH2Cl2
λmax: 327.8 (5.25); λ1: 260.4 (5.15); λ2: 238.0 (5.19)
IR (KBr); ö [cm -1 ] 3460 (w) 3233 (w) 3125 (w) 3106 (w) 2237 (m)
1603 (s) 1573 (m) 1515 (s) 1470 (m) 1438 (w)
1416 (m) 1399 (m) 1347 (s) 1314 (m) 1277 (m)
1250 (w) 1211 (w) 1162 (w) 1139 (w) 1108 (m)
1072 (m) 1037 (w) 1015 (w) 982 (w) 965 (w)
868 (m) 862 (m) 828 (w) 806 (m) 755 (m)
748 (m) 731 (m) 708 (m)
10.3.2.29 4-[(E)-3-(2-Methoxycarbonylvinyl)-1H-indol-2-yl]-benzoesäure (90)
6
5
7
4
7a
Summenformel: C19H15NO4
3a
1
N
H
3
2
3''
1'
6'
CO2CH3
2''
2'
1''
5'
3'
1'''
4'
1 IV
CO 2H