Licence: Public Domain Mark
Credit: The stereochemistry of hyoscine / by Harold King. Source: Wellcome Collection.
![The salt (2'7 grams) was dissolved in water (15 c.c.), the solu¬ tion rendered alkaline with sodium hydrogen carbonate, and the base completely extracted with ether. On removal of the solvent, the base crystallised readily in rhomboidal plates. It melted at 75—78°, and amounted to 2*4 grams. Theory requires 2'5 grams. It was recrystallised from light petroleum (b. p. 40—60°), and separated in magnificent rhomboidal plates. The yield was 2'2 grams, and the base now melted at 79—80° (79—80° corr.). The base was examined in 2'5 per cent, solution in absolute alcohol in a 2-dcm. tube, but was quite inactive. Willstatter and Hug record the melting point 97° for apohyoscine base, but this appears to be a misprint for 79°, as the nitrate, picrate, and aurichloride were found to melt at 157° (decomp.), 217—218°, and 188° respectively, in substantial agree¬ ment with Willstatter and Hug’s recorded values, 157°, 217°, and 183—184° respectively. The appearance and solubilities of the base and these salts were also in agreement. (Aurichloride.— Found: Au = 315. C17H1903N,AuC13,HC1 requires Au=315 per cent.). dl-apoHyoscine Camphor-fi-sulphonale. apoHyoscine base was*converted into its salt with camphor-/3- sulphonic acid. It crystallised from a mixture of absolute alcohol and ether in irregular-shaped leaflets. It was recrystallised twice, yielding, finally, 0'65 gram melting at 157—158° (160*5—161'5° corr.). The specific rotation was determined in water. c = 2'069 ; 1 = 2-dcm.; a+0-404°; [a]D+9-76°; [M]D+50-5°. The value of [M]D is in excellent agreement with that recorded by Graham (T., 1912, 101, 747), namely, [M]D+50'4° for the camphorsulphonic acid ion. That there was no resolution was con¬ firmed by extracting the base from the solution, which had been used for determining the rotatory power, after rendering alkaline with sodium hydrogen carbonate and examining the solution of the base in absolute alcohol. It had no effect on the plane of polarised light. The salt with ^/-a-bromo-7r-camphorsulphonic acid was not obtained crystalline. dl-apo//yoseine d-Hydrogen Tartrate. One gram of apohyoscine nitrate was regenerated to base, using sodium hydrogen carbonate and ether. The cf-hydrogen tartrate](https://iiif.wellcomecollection.org/image/b30622086_0005.jp2/full/800%2C/0/default.jpg)
