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.
16/34 page 491
![From Quinine VTropate.—5*8 Grams of this salt gave 2*0 grams of Z-tropic acid, which was recrystallised four times from water, giving 1-35 grams melting at 128—129°, and with a specific rota¬ tion — 81 *2°: c = 1*002; l— 2-dcm.; aD-l°37*6'; [a,]D-81*2° Z-Tropic acid prepared in this way had the same general proper¬ ties as the dextro-acid. It is very sparingly soluble in cold benzene, but freely so in cold methyl ethyl ketone or ethyl acetate. From the latter solvent, it crystallises exceedingly well in clear tablets: 0 1975 was equivalent to 11*72 c.c. N j 10-baryta M.W. = 168. C9H10O3 requires M.W. = 166. The Resolution of '0seine. Partial Racemate with d-a-Bromo-ir-camphorsulphonic Acid.— Two and a-half grams of oscine were converted into this salt, which was very conveniently reerystallised from absolute alcohol. The first crop of crystals weighed 4-9 grams, melted at 232°, and gave [a]D+58'8° in water (c = 2). It was reerystallised twice more from absolute alcohol, yielding, finally, 3-6 grams melting at 232 233°. The specific rotation determined in water was prac¬ tically unchanged: c = 2*001; Z = 2-dcm ; aD+2°22*4/; [a]D + 59*3°;’ [M]D + 276*7°. The value for the molecular rotation 276*7° is in good agreement with the molecular ionic value 278*7 for bromocamphorsulphonic acid (Pope and Read, T., 1910, 97, 2200). dl -Oscine d-a-b rom o-r- camph ors ulph on a t e crystallises exceed- ingly well from absolute alcohol m clear, diamond-shaped plates. Ten parts by volume of boiling absolute alcohol are required to dissolve one part by weight of the salt. It melts at 232—233° (237—238° corr.): 0*0995, dried at 100° gave 0*1703 C02 and 0*0526 H.,0. 0 = 46*69; H = 5*91. ^sHi3O2N,C10H15O4BrS requires 0 = 46*34; H = 6*05 per cent. Behaviour with d-a-Bromo-fi-camphorsuljdionic Acid.—Six and . a-half grams of oscine • were combined with an equivalent of <Aa-bromo-/3-camphorsulphonic acid The salt could not be obtained crystalline either from water or from a mixture of ethyl acetate and absolute alcohol. A very concentrated solution of the salt in absolute alcohol, however, crystallised as a cake of needles on keeping for a prolonged time in the ice-chest It was too readily soluble for systematic fractionation from absolute alcohol, and the addition of dry ethyl acetate unexpectedly prevented crystallisa-](https://iiif.wellcomecollection.org/image/b30622074_0016.jp2/full/800%2C/0/default.jpg)
