Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.3 Cyclisierungsedukte 207
1 H-NMR δ [ppm]:
(300 MHz) Aceton-d6
13 C-NMR δ [ppm]:
(75 MHz) Aceton-d6
1.51 (s, 9H, 3xCH3, 2'''-H); 6.49 (d, 3 J=15.82, 1H, CH, 2''-H
((E)-Isomer)); 7.23-7.31 (m, 2H, 2xCH, 5-H, 6-H); 7.49-7.69
(m, 6H, 6xCH, 2'-H, 3'-H, 4'-H, 5'-H, 6'-H, 7-H); 7.96 (d,
3 J=15.82, 1H, CH, 3''-H ((E)-Isomer)); 7.97 (d, 3 J=4.14, 1H,
CH, 4-H)
29.4 (3xCH3, C-2'''); 80.6 (Cq, C-1'''); 110.8 (Cq, C-3); 113.7
(CH, C-7); 117.0 (CH, C-2''); 122.3 (CH, C-4); 123.1 (CH,
C-5); 124.8 CH, C-6); 128.3 (Cq, C-3a); 130.7 (3xCH, C-2',
C-6' und C-4'); 131.2 (2xCH, C-3' und C-5'); 133.5 (Cq, C-
1'); 138.9 (Cq, C-7a); 139.3 (CH, C-3''); 144.4 (Cq, C-2);
168.7 (Cq, C-1'')
EI-MS (70 eV); m/z (%) 319.1 (_, 39.15), 263.1 (39.67), 218.4 (100.00), 107.0
(16.12), 105.7 (15.43)
Elementaranalyse (%): Ber.: C: 78.97 H: 6.63 N: 4.39
Gef.: C: 77.75 H: 6.65 N: 4.28
UV/VIS [nm]: lgε
CH2Cl2
λmax: 287.0 (5.73); λ1: 338.2 (5.67); λ2: 235.4 (5.70)
IR (KBr); ö [cm -1 ] 3246 (m) 3057 (w) 3002 (w) 2978 (m) 2931 (w)
2904 (w) 1666 (s) 1600 (s) 1583 (s) 1522 (w)
1492 (m) 1455 (s) 1433 (m) 1393 (m) 1371 (s)
1331 (s) 1312 (s) 1297 (s) 1266 (m) 1258 (m)
1210 (s) 1148 (s) 1117 (m) 1089 (m) 1031 (w)
1020 (w) 986 (m) 974 (m) 921 (w) 910 (w)
862 (m) 835 (m) 776 (m) 765 (m) 745 (s)
734 (m) 702 (s) 683 (w) 667 (m)
10.3.2.5 (E)-3-(1-Methyl-2-phenyl-1H-indol-3-yl)-acrylsäure-tert.-butylester (66)
6
5
7
4
7a
Summenformel: C22H23NO2
Molekulargewicht: 333.43
3a
1
N
3
CH 3
3''
2
1'
6'
1''
2''
2'
CO 2C(CH 3) 3
5'
3'
1''' 2'''
4'