Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10.3 Cyclisierungsedukte 227
13 C-NMR δ [ppm]:
(75 MHz) Aceton-d6
15.7 (CH3, C-2'''); 32.4 (CH3, N-CH3); 61.1 (CH2, C-1''');
111.8 (Cq, C-3); 112.4 (CH, C-7); 114.4 (CH, C-2''); 117.6
(2xCH, 2 J(C, F)=21.5, C-3' und C-5'); 122.2 (CH, C-4);
123.5 (CH, C-5); 124.9 (CH, C-6); 127.3 (Cq, C-3a); 128.3
(Cq, 4 J(C, F)=3.4, C-1'); 135.0 (2xCH, 3 J(C, F)= 7.9, C-2'
und C-6'); 139.8 (CH, C-3''); 140.0 (Cq, C-7a); 146.1 (Cq, C-
2); 163.5 (Cq, C-1''); 168.0 (Cq, 1 J(C, F)= 176.3, C-4')
EI-MS (70 eV); m/z (%) 323.3 (_, 34.76), 278.3 (15.63), 250.2 (38.29), 235.1
(22.50), 149.2 (13.17), 107.1 (31.02), 88.2 (12.27), 70.4
(23.14), 61.3 (21.18), 43.9 (100.00)
Elementaranalyse (%): Ber.: C: 74.29 H: 5.61 N: 4.33
Gef.: C: 74.11 H: 5.60 N: 4.24
UV/VIS [nm]: lgε
CH2Cl2
λmax: 235.6 (5.27); λ1: 341.8 (5.26); λ2: 283.2 (5.20)
IR (KBr); ö [cm -1 ] 3075 (w) 2990 (m) 2937 (w) 2903 (w) 1696 (s)
1674 (m) 1605 (s) 1578 (m) 1535 (m) 1496 (m)
1470 (s) 1435 (s) 1411 (m) 1370 (s) 1355 (m)
1339 (m) 1304 (s) 1279 (s) 1259 (m) 1239 (s)
1212 (s) 1180 (s) 1164 (s) 1135 (s) 1117 (m)
1098 (m) 1070 (s) 1049 (s) 999 (w) 969 (w)
955 (w) 883 (w) 856 (s) 831 (s) 805 (m)
772 (m) 741 (m) 726 (s) 676 (w)
10.3.2.19 (E)-3-[2-(4-Fluorophenyl)-1H-indol-3-yl]-acrylsäure-tert.-butylester (80)
7a
3a
Summenformel: C21H20FNO2
Molekulargewicht: 337.39
6
5
7
4
1
N
H
3
3''
2
6'
1''
2''
2'
1'
5'
3'
4'
1'''
2'''
CO2C(CH3)3
F