アセチレン系化合物の研究 (第6報)
アセチレン系アルコールの転位反応 その1
1959 年 79 巻 10 号 p. 1284-1287
詳細
1959 年 79 巻 10 号 p. 1284-1287
The Meyer-Schuster rearrangement reaction of several kinds of acetylenic alcohol was examined and it was found that the compounds possessing hydroxyl group adjacent to one triple bond and the compounds possessing a hydroxyl between two triple bonds underwent normal Meyer-Schuster rearrangement reaction when refluxed for several hours in dioxane containing dilute sulfuric acid. By this reaction, 3-phenyl- and 3-(1-naphthyl)-1-propyn-3-ols, 1-phenyl-2-heptyn-1-ol, 1-phenyl-2-butyn-1-ol, and 1, 5-diphenyl-2, 4-pentadiyn-3-ol respectively formed cinnamaldehyde, 3-(1-naphthyl) acrolein, 1-phenyl-1-hepten-3-one, 1-phenyl-1-buten-3-one, and 1, 5-diphenyl-2-penten-4-yn-1-one. 1, 5-Diphenyl-1, 4-pentadiyn-3-ol was formed from phenylethynylmagnesium bromide and phenylpropargylaldehyde.
