Resorcinolの置換に関する研究 (第2報)

核アルキル化 その2

抄録

1) By the nuclear methylation of resacetophenone, 3-methyl-2, 4-dihydroxyacetophenone was obtained from which it has become clear that 3-methyl-2-hydroxy-4-methoxyacetophenone, obtained to date by the same reaction, had been formed by the etherification of the dihydroxy derivative.
2) In the nuclear methylation of resacetophenone, the chief product is paeonol when the molar ratio of resacetophenone, potassium hydroxide, and methyl iodide is equimolar or thereabouts, but the yield of 3-methyl-2-hydroxy-4-methoxyacetophenone increases as the molar ratio of potassium hyroxide and methyl iodide to resacetophenone increases, becoming the maximum at 2.5 moles of potassium hydroxide and 4 moles of methyl iodide to 1 mole of resacetophenone. There is no necessity for the great excess of methyl iodide.
3) In order to examine the reactivity of the 3-position in nuclear alkylation of resacetophenone, Legal and Ehrlich reactions of resacetophenone and its allied compounds were carried out.