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filingDate 1953-10-07^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1956-07-18^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-753138-A
titleOfInvention Process for the extraction of sapogenins from plant materials
abstract Sapogenins are extracted from saponinbearing plant material by subjecting it to the action of aqueous non-oxidizing acid to effect hydrolysis of the saponins, separating the acid solution from the water-insoluble material, which includes the sapogenin formed and fibrous material, and extracting the water-insoluble material with a solvent for the sapogenin, preferably after neutralization with a metal base. Advantageously the plant material is first comminuted and dried (in some cases after extraction with a fat solvent which is a non-solvent for the saponin, to remove fats and waxes), the acid treatment is effected at a temperature of at least 75 DEG C. (e.g. above 100 DEG C. under superatmospheric pressure), and the extraction of the sapogenin is effected with a heated (e.g. refluxing) organic solvent therefor (which is preferably water-immiscible and may in this case be subsequently expelled from the extract by steam distillation). Suitable acids are those with a dissociation constant of at least 10-3 (preferably as high as 10-2), e.g. toluene-, methane- and ethane-sulphonic acids, chlorosulphonic, sulphuric, hydrochloric, hydrobromic, phosphoric, sulphurous and phosphorous acids, mono-, diand tri-chloroacetic acids, bromoacetic, trifluoroacetic, oxalic, maleic, o-nitrobenzoic and thiosulphuric acids, or also acid reacting reagents such as aluminium chloride, zinc bromide, phosphoric anhydride and sulphur trioxide, whilst neutralization may be effected with such bases as sodium or potassium hydroxide, barium oxide, calcium oxide or hydroxide, or soda lime. Preferred solvents are hexane, ligroin, heptane, octane, gasoline, kerosene, benzene, naphtha, toluene, xylene, chloroform, ethylene chloride, methylene chloride, ethyl bromide, tri- and tetra-chloroethylene, ethyl, isopropyl and butyl ethers, diethyl, methyl isopropyl and methyl isobutyl ketones, ethyl, isopropyl and butyl acetates, n-butanol and amyl alcohol, but water-miscible solvents such as methyl, ethyl or isobutyl alcohol or acetone may also be used. The process may be combined with that of Specification 753,137. Examples describe the extraction of: (1) diosgenin (and its acetate by acetylation) from dioscorea roots; (2) hecogenin (and its acetate) from Mexican sisal leaves and stalks; (3) sarsa-sapogenin (and its acetate) from yucca leaves; (4) dianhydrogitoxigenin from oleander leaves; (5) glycyrrhetic acid from licquorice roots; (6) oleanolic acid (and its acetate) from guaiac bark; (7) monoanhydroconvallatoxigenin (isolated as its benzoate by treatment with benzoyl chloride and pyridine) from lily of the valley leaves and flowers.
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