Reactions of 1,8-Dimethoxy-9-phenylxanthen-9-ol in the Presence of an Acid, and Its Basicity
作者:Masanori Wada、Katsuhiko Kirishima、Yuichi Oki、Masafumi Miyamoto、Masahiro Asahara、Tatsuo Erabi
DOI:10.1246/bcsj.72.779
日期:1999.4
in acetone to give 1,8-dimethoxy-9-phenylxanthen-9-ylmethyl methyl ketone. Analogous reactions were observed for ethyl methyl ketone and acetophenone, but not for diethyl ketone. Propanal and butanal also reacted to give 2-(1,8-dimethoxy-9-phenylxanthen-9-yl)propanal and 2-(1,8-dimethoxy-9-phenylxanthen-9-yl)butanal, respectively. In hot primary and secondary alcohols, 1 was reduced to give 1,8-dim
在催化量的酸存在下,标题呫吨醇 (1) 在丙酮中反应得到 1,8-二甲氧基-9-苯基呫吨-9-基甲基甲基酮。乙基甲基酮和苯乙酮观察到类似反应,但二乙基酮没有观察到类似反应。丙醛和丁醛也分别反应得到2-(1,8-二甲氧基-9-苯基呫吨-9-基)丙醛和2-(1,8-二甲氧基-9-苯基呫吨-9-基)丁醛。在热的伯醇和仲醇中,1 被还原得到 1,8-二甲氧基-9-苯基呫吨。1 还与甲氧基苯、苯酚和 N-烷基苯胺反应,得到 9-芳基-1,8-二甲氧基-9-苯基呫吨。在盐酸中测量 1 的碱度或碳正离子的稳定性 (pKR+ = -0.81),并与相关的 9-芳基黄原素-9-醇,如 1,8-二甲氧基-9-(2 ,6-二甲氧基苯基)xanthen-9-ol (1.14), 9-(2, 6-二甲氧基苯基)xanthen-9-ol (4.80) (8) 和 9-苯基 xanthen-9-ol (0.75)。1和8之间反应性和碱度的巨大差异归因于