Erreaktibo organolitikoak sintesi asimetrikoan, aminen ...
Erreaktibo organolitikoak sintesi asimetrikoan, aminen ...
Erreaktibo organolitikoak sintesi asimetrikoan, aminen ...
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S. Arrasate Doktorego-Tesia<br />
13 C-NMR (δ, ppm): 18.1 (CH3), 55.4 (OCH3), 111.6 (C5), 115.7 (C3), 118.1 (C6), 128.5,<br />
128.7 (4 × CaromH), 130.9 (CaromH), 134.2 (C2), 136.7 (C1), 144.0 (C1’), 157.7 (CH=N),<br />
157.9 (CaromOCH3).<br />
IR (CH2Cl2): 2929 (CaromH), 1623 (C=N), 1491 (Carom-C) cm -1 .<br />
E.M. (IE) [m/z (ugaritasun erlatiboa)]: 226 (M +1 , 17), 225 (M + , 100), 224 (15), 211<br />
(13), 210 (74), 193 (8), 167 (13), 165 (17), 148 (17), 91 (10), 78 (10), 77 (14), 51 (8).<br />
Analisi elementala: C15H15NO<br />
5.2.2.2. 1c N-Bentziliden-1-naftalenaminaren <strong>sintesi</strong>a.<br />
Kalkulatua: %C: 79.97 %H: 6.71 %N: 6.22.<br />
Lortutakoa: %C: 79.64 %H: 6.52 %N: 6.18.<br />
Bentzaldehidoa (1 mL, 10 mmol) gehitu zitzaion dietil eter lehorretan<br />
disolbaturiko 1-aminonaftalenoaren (143 mg, 10 mmol) disoluzioari. Erreakzio-<br />
matrazean bahe molekularra jarri zen eta erreakzio-nahastea 16 orduz birfluxuan<br />
mantendu zen. Ondoren iragazi zen eta iragazia presiopean lurrundu zen 1c N-<br />
bentziliden-1-naftalenamina (2.26 g, 9.78 mmol) lortu zelarik.<br />
N<br />
Etekina: %98.<br />
U.p.: olioa.<br />
1 H-NMR (δ, ppm): 7.16 (d, J = 7.1 Hz, 1H, C-Harom), 7.55-7.69 (m, 6H, C-Harom), 7.86<br />
(d, J = 8.3 Hz, 1H, C-Harom), 7.96-8.01 (m, 1H, C-Harom), 8.12-8.16 (m, 2H, C-Harom),<br />
8.55-8.59 (m, 1H, C-Harom), 8.61 (s, 1H, CH=N).<br />
13 C-NMR (δ, ppm): 112.7 (C2), 123.9, 125.7, 125.8, 126.0, 126.4, 127.6, 128.8, 128.9,<br />
131.4 (9 × CaromH), 128.8 (C10), 133.8 (C1’), 136.3 (C5), 149.3 (C1), 160.4 (CH=N).<br />
IR (CH2Cl2): 3048 (Carom-H), 1625 (C=N), 1572 (Carom-C), 767 (Carom-H) cm -1 .<br />
164