1953 年 73 巻 4 号 p. 336-338
With butylidene phthalide, principal aromatic component of Ligusticum acutilobum Sieb. et Zucc., as the chief compound, o-ketocarboxylic acids were obtained by using alkyl cadmium for the syntheses of various alkylidene phthalides given in the chart, which were obtained in good yields by heating the o-ketocarboxylic acids with 50-70% sulfuric acid. Comparison of the aroma of these compounds showed that the aroma tended to become stronger with the increase of carbon atoms in the alkyl group, the aroma of compounds containing propyl and butyl being most similar to that of the plant. These were assumed to be utilizable as perfumes. Substitution of the alkyl group with phenyl or tolyl resulted in the change of the aroma to an unpleasant odor, although the reduction of the pheyl nucleus in the phthalide resulted in an aroma similar to that of Ligusticum acutilobum.