流通法による脂肪酸誘導体の合成に関する研究 (第6報)
サフラワー油脂肪酸メチルへのマレイン酸ジエステルの付加反応
1978 年 27 巻 7 号 p. 435-440
詳細
1978 年 27 巻 7 号 p. 435-440
The catalytic addition reaction of diester of maleic acid to safflower fatty acid methyl esters by flow method was investigated. It was found that the addition of dimethyl maleate to safflower fatty acid methyl esters was easily carried out by continuously passing the mixed sample of the ester and dimethyl maleate at molar ratio of 1 : 1 over a high surface-area synthetic silica-alumina catalyst composed of 70% of SiO2 and 29% of Al2O3. From the analytical results by GLC, the addition products were known to be mainly consisted of two compounds (adduct I and II in Fig.-2) at produced ratio of ca. 1 : 1. And each adduct separated by column chromatography was analyzed to have a cyclohexene ring structure, respectively, by IR, NMR and MS spectral measurement. Then, adduct I was confirmed to be formed by the Diels-Alder addition of dimethyl maleate to conjugated octadecadienoate, and adduct II was also noticed to have a structure produced with the Diels-Alder addition of maleic anhydride to the octadecadienoate. The formation process of adduct II was further discussed.
