The resolution of benzoyloscine / by Frank Tutin.

  • Tutin, Frank.
Date:
1910
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: The resolution of benzoyloscine / by Frank Tutin. Source: Wellcome Collection.

Provider: This material has been provided by The Royal College of Surgeons of England. The original may be consulted at The Royal College of Surgeons of England.

    7/8 (page 1797)
    which decomposed violently at 200°, and differed considerably in appearance from the long needles of the corresponding salt of the inactive base. Benzoyl-d-oscine jricrate crystallised very readily in handsome, yellow needles, which melted at 211—212° without undergoing any decomposition, a behaviour very remarkable in a picrate melting at so high a temperature. Benzoyl-d-oscine aurichloride crystallised much more readily than the corresponding salt of the inactive base. It formed yellow needles, melting at 189—190°. Hydrolysis of Bcnzoyl-d-oscinc. Formation of d-Oscine. The quantity of base which was employed, as above described, for determining the rotatory power of benzoyl-cf-oscine in 50 per cent, alcohol was hydrolysed by means of hydrochloric acid, steam being passed through the mixture for the removal of the benzoic acid formed. To ensure that this was thoroughly accomplished, the operation was continued for three days. The liquid was main- tained at a practically constant volume, and examined polari- metrically from time'to time, when it was observed that the optical rotation increased appreciably as the hydrolysis proceeded. When the change was complete, the mixture was made alkaline, and the resulting rf-oscine rapidly extracted with chloroform. The chloro- formic liquids were then concentrated somewhat, and extracted with hydrochloric acid, after which the acid liquid, which measured . 23 c.c., had aD + 1°35' in a 2-dcm. tube, whence the specific rotation . of f/-oscine is calculated at [a]D + 77‘7°. This result must, however, bo regarded as only approximate. The Wellcome Chemical Research Laboratories, London, E.C. n. CLAY AND SONS, LTD., UKEAI) ST, HILL, E.C., AND BUNN AY SUFFOLK.