The resolution of hyoscine and its components, tropic acid and oscine / by Harold King.
- King, Harold
- Date:
- 1919]
Licence: Public Domain Mark
Credit: The resolution of hyoscine and its components, tropic acid and oscine / by Harold King. Source: Wellcome Collection.
5/34 page 480
![several almost pure commercial Z-hyoscine hydrobromides as furnish¬ ing aurichlorides melting at 200—204°. Tropic Acid. The Acid Constituent of Hyoscine. As has already been stated, Gadamer showed that Z-hyoscine on hydrolysis with the base tropine gave Z-tropic acid. This crude acid, on purification by recrystallisation from water, gave Z-tropic acid melting at 125—126°, and having a specific rotatory power in water [a]D — 71*8°. Gadamer regarded this as optically’ pure, since Ladenburg and Hundt (Ber., 1889, 22, 2591) record the value L«]n +7T4° for pure <Atropic acid melting at 127—128°. Instead of employing a base for the hydrolysis, Z-hyoscine has now been hydrolysed by boiling with dilute hydrochloric acid, when a crude Z-tropic acid (m. p. 125—127°, [a]D — 70'5°) was obtained, which on recrystallisation gave Z-tropic acid melting at 127—128° and having [a]D — 76° in water. As this rotation was numerically considerably greater than the value recorded by the aforementioned workers, it was necessary to repeat the resolution of tropic acid. A comparison of the results obtained with those of previous investigators is shown in the following table: Ladenburg and Quinine d-tropate— Hundt. Amenomiya. M. p. 186—187° 189_190° [a]0 95 per cent. alo.nbnl Quinine \-tropate— King. 191-5—192-5° -114° M. p. O GO • 184—185° 185—186° [« n 95 per cent. alcohol . — — -141° d-Tropic acid— M. p. 127—128° 126—127° 128—129° [a]„ water . — — + 81-6° [a]t( alcohol . + 71-4° + 71-3° + 71-8° \-Tropic acid— M D M • ••••••••••••••• 123° 126° 128—129° [a]„ water . — -72-7° -81-2° [a]r> alcohol -65-1° — — 1 Arch. Pharm.y 1902, 240, 501. It is at once seen that Ladenburg and Hundt’s value [a]n + 71-4° is the value in alcoholic solution, Gadamer having regarded it as the value in water, as the aforementioned investigators were not](https://iiif.wellcomecollection.org/image/b30622074_0005.jp2/full/800%2C/0/default.jpg)
