Synthetic Tannins by Georg Grasser
page 33 of 193 (17%)
page 33 of 193 (17%)
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----CO.O---- ^ ---------- ^ OH | | | | HO V OH HOOC V OH OH OH It is obtained by extracting myrabolams for one hour and a half, under reflux condenser, with pyridine, filtering and adding twice the volume of water to the filtrate and boiling till complete solution is obtained. After about thirty hours a reddish powder deposits, from which ellagic acid may be extracted with pyridine; the mother-liquor on being concentrated yields luteic acid. It is also obtained by oxidising tannin with hydrogen peroxide, the other oxidation product being ellagic acid, and the two may then be separated as indicated above. Luteic acid forms reddish needles which are decomposed, with evolution of gas, at 338 -341 C. Heated with 10 per cent. caustic soda solution it yields ellagic acid. In pyridine solution the carboxyl group maybe eliminated by hydrogen iodide, whereby pentoxybiphenylmethylolide is formed as long silky needles, which do not melt below 300 C. The same substance may also be obtained when ellagic acid is boiled with concentrated caustic potash solution. When luteic acid is treated with diazomethane, it yields the methyl ester of pentamethoxybiphenylmethylolidcarboxylic acid. 4. DEPSIDES The most common decomposition products of the natural tannoids are hydroxybenzoic acids, notably gallic and proto-catechuic acids; |
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