オクタデセン-1とホルムアルデヒドとの反応 (第2報)

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In the previous paper, authors reported the condensation of octadecene-1 with formaldehyde in acetic acid under the presence of some acids as the catalyst, and recognized the products which were considered as 3-pentadecyltetrahydropyranol-4, nonadecadiol-1, 3 and octadecanol.<BR>The formation of dioxane derivative was presumed from IR spectrum. In this paper, authors investigated above reaction in detail.<BR>In the first, nonadecadiol-1, 3 was correctly prepared by hydrolysis of alkyl-1, 3-dioxane in methanol under the presence of sulfuric acid as the catalyst, therefore, one of the product in this reaction is presumably confirmed to be 4-hexadecyl-1, 3-dioxane.<BR>To next, 3-pentadecyltetrahydropyranol-4 was obtained by disposition of nonadecadiol-1, 3 with paraformaldehyde in acetic acid under the presence of sulfuric acid as the catalyst, therefore, 3-pentadecyltetrahydropyranol-4 will be produced from nonadecadiol-1, 3 through 3-nonadecenol-1 as the intermediate.<BR>Oxydation of this alkyl-pyranol-4 with chromium trioxide gives alkyl-γ-pyron and still more oxydation with nitric acid under the presence of ammoniume vanadate gives corresponding dicarboxylic acid.
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