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.

    29/34 (page 504)
    d-Hyoscine Picrate.—Prepared from ^-hyoscine bromocamphor- sulphonate by double decomposition in aqueous solution, this salt separated as a netted mass of needles melting and decomposing at 187—188°' (see Z-hyoscine picrate). 1 -Hyoscine. VHyosdne Hydrobromide.—The properties of this salt are the same as those of eZ-hyoscine hydrobromide. The rotation of the purest hydrobromide crystallised from water was a fraction less than ^-hyoscine hydrobromide. For various samples, the follow¬ ing values were obtained: c = 2*454; Z = 2-dcm.; a = -l°7': [a]D -22*75°. c = 2*543; Z = 2-dcm.; a = -l°9*3'; [a]D -22*71° c = 2*045; Z = 2-dcm.; a = -55*43'; [a]D -22*58°. The mean of the first two values gives [a]D—25*93° for the anhydrous salt, and for the Z-hyoscinium ion [o]D —32*73°, whereas for the purest cZ-hyoscine hydrobromide the values were 26*3° and 33*2° respectively. The use of Z-a-bromo-7r-camphorsulphonic acid for purifying the Z-hyoscine would no doubt lead to complete accord between the rotatory powers of the two enantiomorphs. 1 -Hyoscine Aurichloride.—Z-Hyoscine hydrobromide (0*2 gram) was converted into base, using sodium hydrogen carbonate and chloroform. A solution of the hydrochloride was mixed with gold chloride solution, and the Z-hyoscine aurichloride collected. It weighed 0*28 gram, and melted and decomposed at 204—205°. It was recrystallised from one hundred times its weight of 2*5 per cent, hydrochloric acid, and separated in complex, needle-shaped growths serrated on both edges, exactly as observed for the dextro- enantiomorph. The melting and decomposing point was un¬ changed (208—209° corr.): 0*1075, air-dried, gave 0*0331 Au. Au = 30*8. C17H2104N,AuC13,HC1 requires Au = 30*7 per cent. 1 -Hyoscine Auribromide.—This was prepared by Jowett’s method (T., 1897, 71, 680), by dissolving 0*2 gram of Z-hyoscine hydro¬ bromide in excess of hydrobromic acid and adding gold chloride solution. The yield was 0*4 gram (m. p. 187—188°). It was recrystallised from boiling 2*5 per cent, hydrobromic acid (40 c.c.), and gave 0*35 gram of long, rectangular, chocolate-red leaflets still melting and decomposing at 187—188° (191—192° corr.): 0*1075, air-dried, gave 0*0258 Au. Au = 24*0. ^i7-^2i^4^^uBr3,HBr requires Au = 24*0 per cent. \-lIyoscine Picrate.—0*20 Gram of Z-hyoscine hydrobromide by