1953 年 73 巻 7 号 p. 751-754
The reduction product of m.p. 175°, obtained from the chloromethyl compound, m.p. 185° (decomp.), was found to be identical in various properties, melting point, and by mixed fusion with 6-methylacacetin-7-methyl ether (XX), m.p. 179°, formed by the methylation of acacetin with methyl iodide and sodium methoxide in methanol solution. This has clarified that chloromethyl group was present in the 6-position. The structure of (XX) was determined by the following routes. The permethylated compound was submitted to hydrolytic ring cleavage with 15% alcoholic potassium hydroxide to the diketone (XXII) which was decomposed with 30% potassium hydroxide. The phenolic compound, m.p. 148°, thereby formed, was found to be identical with the reduction product (VI), m.p. 148°, of a formyl compound (V), prepared from phloroglucinol dimethyl ether (IV), from which (XX) was determined as the 6-nuclear methylated derivative.