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.
13/34 page 488
![-i • • « . v ■ n ■ • i 48.3 groups of radiating needles. In water it is very sparing soluble. It melts at 191-5—192*5° (195*5—196*5° corr.): 0‘1035, dried at 100°, gave 0-2706 CO<> and 0’0633 TI.>0. C = 713; H-6-8. C20H24O2N2,C9H10O3 requires C = 71-0; H = 7*0 per cent. The specific rotation was determined in 95 per cent, alcohol. c— T01; l — 2-dcm.; aD-2°18/; [a]D-113'8°. In absolute alcohol the rotation is smaller. c =,1*013; l == 2-dcm.; aD-2°6'4/; [a]D-104'0°. c=l-002; / = 2-dcm.; aD —2°5-4/; [a|D—104-3°. As previous observers appeared to have experienced some diffi¬ culty in obtaining quinine /-tropate in a state of purity, no attempt was made at this stage to isolate this salt. The mother liquors were therefore combined, and the tropic acid containing excess of the laevo-component was recovered. Small test samples were con¬ verted into the neutral salts with brucine, cinchonine, and quin- idine, but although the two former gave crystalline salts, the crystallising power of these was not so pronounced as the salt with quinidine. Accordingly, 3-5 grams of this partly resolved tropic acid were crystallised as quinidine salt, when 4-2 grams of quinidine /-tropate were obtained of constant specific rotatory power. Resolution until Quinidine and Quinine.—<7/-Tropic acid (15 grams) was neutralised with quinidine dissolved in 50 c.c. of 95 per cent, alcohol. On keeping, 22 grams of crystalline material separated. It was obviously a mixture, and had [a]D+151° in 95 per cent, alcohol (c = 2). After four crystallisations; the specific rotation was constant at [a]D + 145°, and the collected quinidine /-tropate amounted to 5'5 grams. Quinidine \-tropate crystallises from 95 per cent, alcohol, in which it is soluble in its own weight at 80°, in clusters of well- V1 d i ' *■ ’ ;» ' -9 .. . formed, stout, transparent prisms containing one molecule of water. These exhibit a pronounced heliotrope triboluminescence when powdered in the dark. The air-dried salt when heated in a capillary tube shrinks from about 110°, liquefies between 118° and 120°, and effervesces at 124°. When, however, it is exposed on a watch-glass to a temperature of 90°, it melts completely, and crystallises again on addition of alcohol: 0’2038, air-dried, lost 0-0069 at 100°. H20 = 3‘4. 0-1029 ,, gave 0-2590 C0.2 and 0-0672 H.,0. C = 68'7; H = 7-3. C2f)H2402N2,C?HIll03,H20 requires II20 = 3-5; C=68 5; H = 71 per cent.](https://iiif.wellcomecollection.org/image/b30622074_0013.jp2/full/800%2C/0/default.jpg)
