The constituents of taraxacum root / by Frederick B. Power and Henry Browning, jun.

  • Frederick Belding Power
Date:
1912
Catalogue details

Licence: In copyright

Credit: The constituents of taraxacum root / by Frederick B. Power and Henry Browning, jun. 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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    times from alcohol, when an acetyl derivative was obtained, which separated in colourless, flat needles, melting at 161°. A portion of the acetyl derivative was hydrolysed by boiling with an alcoholic solution of potassium hydroxide. The product, after crystallisation from dilute pyridine, separated in minute, colourless crystals, melting and decomposing at 297°: 0-0826 gave 0'2197 C02 and 0‘0790 H20. 0 = 72-5; H = 10'6. C29H50O5 requires C=72'8; H = 10'5 per cent. Although this substance agrees in its empirical composition with ipuranol, C29H4702(0H)3, a trihydric alcohol which has been obtained in these laboratories from many sources, and also yields the same colour reaction as ipuranol, the analysis and characters of its derivatives proved it to be identical with a new tetrahydric alcohol, C29H460(0H)4, recently isolated by Tutin and Clewer from the South African plant Gluytia similis, Muell. Arg., and designated by them cluytianol (this vol., p. 2230). Tetra-acetylcluy Hanoi, C29H4C05(C0-CH3)4.— This compound (m. p. 161°) was prepared as above described: 00820 gave 02064 C02 and 00673 H20. C = 686; H = 9T. Its molecular weight was determined by Mr. H. W. B. Clewer: 04326, in 2645 of benzene, gave A£ — 0T2°. M.W. = 668. C37H5809 requires C = 68'7; H = 90 per cent. M.W. = 646. A determination of its optical rotatory power gave the following result: 01976, made up to 20 c.c. with ethyl acetate, gave aD —0°24/ in a 2-dcm. tube, whence [a]D — 202°. Tetrabenzoylcluyticinol, C29H4605(COCGH5)4.—A little of this compound was prepared by treating the respective alcohol with benzoyl chloride in the presence of pyridine. The product, after repeated crystallisation from a mixture of chloroform and alcohol, separated in small, colourless needles, melting at 196°: 0-0620 gave 0T733 C02 and 0 0443 H20. C = 76 2; H = 7 9. C57H6g09 requires C = 765; H = 74 per cent. Chloroform, Ethyl Acetate, and Alcohol Extracts of the Resin. These extracts were dark brown, amorphous products, and amounted to 10, 105, and 40 grams respectively. They were separately examined, but nothing definite could be isolated from them. The ethyl acetate and alcohol extracts were therefore heated with dilute sulphuric acid in aqueous alcohol, and the mixture distilled in a current of steam. The distillate contained traces of an oily substance, which gave the colour reaction of furfuraldehyde, but no sugar appeared to be produced, and the extracts were evidently not glucosidic.
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