Synthetic Tannins by Georg Grasser
page 43 of 193 (22%)
page 43 of 193 (22%)
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The first named of these two compounds was obtained by Klepl, in
addition to the didepside, by heating _p_-hydroxybenzoic acid. Fischer and Freudenberg obtained a beautifully crystalline form in the following way: carbethoxyhydroxy-benzoyl chloride was coupled with _p_-hydroxybenzoyl-_p_-hydroxybenzoic acid in alkaline solution, the compound dissolved in a mixture of pyridine and acetone, and ammonia added for the purpose of removing the carbethoxy group. The tridepside was then obtained as long needles by re-dissolving in acetone. Both tridepsides melt well above 200 C., are practically insoluble in water, and are but sparingly soluble in practically all organic solvents. In alcoholic solution they give colour reaction with ferric chloride similar to those given by _p_-hydroxybenzoic acids. Preparation of Tetradepsides [Footnote: Fischer and Freudenberg, Liebig's _Ann._, 1910, 372, 32.] Here, again, two forms are known, _e.g._, tri-_p_-hydroxybenzoyl-_p_-hydroxybenzoic acid-- HO.C_5H_4.COO.C_6H_4.COO.C_6H_4COO.C_6H_4 COOH and vanilloyl-di-_p_-hydroxybenzoyl-_p_-hydroxybenzoic acid-- HO } C_6H_3.COO.C_6H_4.COO.C_6H_4.COO.C_6H_4.COOH CH_3O The former has been prepared from |
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