The resolution of hyoscine and its components, tropic acid and oscine / by Harold King.

  • King, Harold
Date:
1919]
Catalogue details

Licence: Public Domain Mark

Credit: The resolution of hyoscine and its components, tropic acid and oscine / by Harold King. Source: Wellcome Collection.

    12/34 page 487
    H H- H- / ' ». OH H- H- / j -H OH OH y N Me Teloidine ? H H Teloidine would thus be internally compensated, and in support of this view may be cited the occurrence of meteloidine (tiglyl- teloidine), in nature devoid of optical activity, and the non-resolu¬ tion of meteloidine by bromocamphorsulphonic acid. Fuither, Hess (loc. cit.) observed that dihydro-oscine, which undoubtedly has the formula V CH„—OH-Cfi-OH CH, NMe r \CH2—CH-(JH-OH readily produces a silver mirror when treated with amnioniacal silver nitrate solution. The author finds that teloidine and meteloidine, unlike oscine, also readily reproduce this characteristic of dihydro-oscine, the reducing property being probably associated with the adjacent hydroxyl groups, as is found in tartaric acid. Experimental. Resolution of Tropic Acid. With Quinine.—Following the method described by Ladenburg and Hundt (Ber., 1889, 22, 2591), tropic acid (25 grams) was neutralised to litmus with quinine base (48‘8 grams anhydrous) in hot 50 per cent, alcohol. A 49 per cent, yield of a quinine tropate separated. It melted at 176—179°, and had [a]D—126° in 95 per cent, alcohol (c = l). For further purification it was recrystallised from 95 per cent, alcohol, and, after five crystallisa¬ tions, 17 grams of quinine d-tropate were obtained pure. By working once more through the mother liquors, a further 7 4 grams of pure salt were obtained without difficulty. These two separations combined represent 66 per cent, of the dextro-component. Quinine t/-trojpate crystallises from 8 parts of boiling alcohol in
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