流通法による脂肪酸誘導体の合成に関する研究 (第11報) : ひまし油脂肪酸へのアクリル酸の付加反応

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The catalytic addition reaction of acrylic acid to castor fatty acids by a flow method was investi-gated. It was found that the addition of acrylic acid to castor fatty acids are easily carried out by continuously passing a mixture of acrylic acid and the fatty acids over the catalyst having phosphoric acid deposited on the synthetic silica-alumina composed of 70% of SiO2 and 29% of Al<SUB>2</SUB>O<SUB>3</SUB>. The adduct separated by column chromatography was analyzed by IR, NMR, and MS spectral measurement and found to have a cyclohexene ring structure. It was confirmed that the adduct was formed by the Diels-Alder addition of acrylic acid to the conjugated octadecadienoic acid produced by the dehydration of ricinoleic acid, the main component of the castor fatty acids. Moreover, the adduct was found to have the structure of 5-or 6-membered ring lactone formed after the Diels-Alder addition reaction.
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