The constituents of the bark of Prunus serotina : [isolation of 1-mandelonitrile glucoside] / by Frederick B. Power and Charles W. Moore.

  • Frederick Belding Power
Date:
[1909]
Catalogue details

Licence: Attribution 4.0 International (CC BY 4.0)

Credit: The constituents of the bark of Prunus serotina : [isolation of 1-mandelonitrile glucoside] / by Frederick B. Power and Charles W. Moore. 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.

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    Examination of the Green Resin (A). This resin at the ordinary temperature was a dark green, waxy solid, and amounted to 180 grams. It was dissolved in alcohol and mixed with purified sawdust, the thoroughly dried mixture being then s uccessively extracted in a Soxhlet apparatus with the following solvents: petroleum (b. p. 35—50°), ether, chloroform, ethyl acetate, and alcohol. Petroleum Extract of the Green Resin. This extract was a dark green, viscous liquid, and amounted to 80 grams. It was dissolved in ether, the ethereal solution beiug extracted with successive portions of aqueous sodium carbonate, and finally washed with water. The alkaline liquids and washings were united, acidified, and extracted with ether, when 27 grams of a viscid, oily liquid were obtained. On distilling this liquid under diminished pressure, it passed over between 215c and 270°/10 mm., and then became almost solid. It consisted of a mixture of fatty acids, which were examined in connexion with a similar product obtained from the non-acidic portion of the petroleum extract after its hydrolysis. l.' Isolation of a Phytosterol, C27H460. The ethereal liquid which had been extracted with sodium carbon- ate, as above described, was subsequently shaken with a solution of sodium hydroxide, which, however, removed nothing. The ether was then evaporated, when a quantity (40 grams) of an oily product was obtained. This was hydrolysed by heating with an alcoholic solution of potassium hydroxide, the alcohol removed, water added, and the alkaline solution of potassium salts extracted with ether. The ethereal liquid was washed, dried, and the solvent removed, when a small quantity of a brown, crystalline product was obtained. This was distilled under diminished pressure, and then crystallised from a mixture of ethyl acetate and dilute alcohol, when it separated in fine, glistening, fiat needles melting at 135—136°. The amount of this substance was 7 grams. After drying at 110°, it was analysed : 0-1342 gave 0 4100 C02 and 0-1474 H20. C = 83 3 ; H = 12-2. C27H460 requires C = 83*9 \ H = 1T9 per cent. This substance thus agrees in composition with a phytosterol, and it yielded the colour reactions of this class of compounds. A deter- mination of its rotatox-y power gave the following result: 0-2450, dissolved in 25 c.c. of chloroform, gave ax, -0°40' in a 2-dcm. tube, whence [a]D - 34'0°.