Diethyl Ether → Ergotaminine methanesulfonate
Reaktionsgleichung
[CH3:1][C@@:2]1([NH:24][C:25]([C@H:27]2[CH:42]=[C:41]3[C@@H:30]([CH2:31][C:32]4[C:40]5[C:35](=[CH:36][CH:37]=[CH:38][C:39]=53)[NH:34][CH:33]=4)[N:29]([CH3:43])[CH2:28]2)=[O:26])[O:15][C@:14]2([OH:16])[N:5]([C@@H:6]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:7]([N:9]3[C@H:13]2[CH2:12][CH2:11][CH2:10]3)=[O:8])[C:3]1=[O:4].[CH3:44][S:45]([OH:48])(=[O:47])=[O:46].C(OCC)C>C(O)C>[CH3:1][C@@:2]1([NH:24][C:25]([C@@H:27]2[CH:42]=[C:41]3[C@H:30]([CH2:31][C:32]4[C:40]5[C:35](=[CH:36][CH:37]=[CH:38][C:39]=53)[NH:34][CH:33]=4)[N:29]([CH3:43])[CH2:28]2)=[O:26])[O:15][C@:14]2([OH:16])[N:5]([C@@H:6]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:7]([N:9]3[C@H:13]2[CH2:12][CH2:11][CH2:10]3)=[O:8])[C:3]1=[O:4].[CH3:44][S:45]([OH:48])(=[O:47])=[O:46]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Ergotaminine (1.25 g; 2.15 mmoles) was dissolved in absolute ethanol (53 ml), containing methanesulfonic acid (0.16 ml; 2.46 mmoles). The clear solution was poured into absolute diethylether (430 ml). The precipitated salt was filtered off and dried in vacuo. Ergotaminine methanesulfonate (1.3 g; 99.2% of the theory) with a melting point of 184°-187° C. was obtained.