Arbeit komplett 12.07.2003 komplett Annahmeste - ArchiMeD

10 Experimenteller, chemisch-präparativer Teil 220
1 H-NMR δ [ppm]:
(300 MHz) Aceton-d6
13 C-NMR δ [ppm]:
(75 MHz) Aceton-d6
3.90 (s, 3H, CH3, 1'''-H); 6.08 (d, 3 J=16.58, 1H, CH, 2''-H);
7.16 (ddd, 3 J=8.67, 4 J=3.01, 4 J=1.88, 2H, 2xCH, 3'-H, 5'-H);
7.24 (ddd, 3 J=7.16, 3 J=5.28, 4 J=1.51, 1H, CH, 6-H); 7.28
(ddd, 3 J=7.16, 3 J=5.28, 4 J=1.51, 1H, CH, 5-H); 7.52 (dd,
3 J=6.03, 4 J=1.88, 1H, CH, 7-H; 7.60 (d, 3 J=15.82, 1H, CH,
3''-H ((E-Isomer)); 7.61 (ddd, 3 J=8.67, 4 J=3.01, 4 J=1.88,
2H, 2xCH, 2'-H, 6'-H); 7.96 (dd, 3 J=6.41, 4 J=1.88, 1H, CH,
4-H); 11.09 (s, 1H, NH)
56.7 (CH3, C-1'''); 91.8 (CH, C-2''); 110.3 (Cq, C-3); 113.7
(CH, C-7); 116.3 (2xCH, C-3' und C-5'); 121.8 (Cq, C-1'');
121.9 (CH, C-4); 123.4 (CH, C-5); 124.9 (CH, C-6); 125.0
(Cq, C-1'); 127.8 (Cq, C-3a); 132.6 (2xCH, C-2' und C-6');
138.7 (Cq, C-7a); 145.0 (Cq, C-2); 145.6 (CH, C-3''); 162.5
(Cq, C-4')
EI-MS (70 eV); m/z (%) 274.0 (_, 7.98), 207.2 (89.21), 191.9 (34.60), 184.1
(60.70), 181.3 (27.70), 154.1 (10.04), 151.0 (14.41)
Elementaranalyse (%): Ber.: C: 78.81 H: 5.14 N: 10.21
Gef.: C: 78.79 H: 5.21 N: 10.19
UV/VIS [nm]: lgε
CH2Cl2
λmax: 287.6 (5.43); λ1: 339.6 (5.29); λ2: 247.2 (5.22)
IR (KBr); ö [cm -1 ] 3280 (m) 3083 (w) 3051 (w) 2209 (s) 1612 (s)
1580 (s) 1543 (m) 1500 (s) 1452 (s) 1410 (m)
1373 (w) 1351 (w) 1304 (m) 1288 (s) 1256 (s)
1181 (s) 1149 (w) 1113 (w) 1086 (m) 1030 (m)
1005 (w) 965 (m) 957 (m) 944 (w) 845 (m)
836 (m) 800 (m) 788 (m) 765 (m) 750 (m)
730 (m) 706 (m)
10.3.2.14 (E)-3-[2-(4-Methoxyphenyl)-1-methyl-1H-indol-3-yl]-acrylnitril (75)
6
5
7
4
7a
Summenformel: C19H16N2O
Molekulargewicht: 288.34
3a
1
N
3
CH 3
2
3''
1'
6'
2''
2'
1''
CN
5'
3'
4'
1'''
OCH3