3,5-二(羟甲基)-4-羟基苯乙炔(THPA)的合成与表征

The Synthesis and Characterization of 3,5-bi(hydroxymethyl)-4-hydroxy Phenylacetylene(THPA)

以对溴苯酚为起始原料,通过取代、酯化反应生成2,6-二(甲基酯)-4-溴-苯基乙酸酯,其与TMSA经由Sonogashira偶联反应制得2,6-二(羟甲基)-4-三甲基硅乙炔-苯酚,最后碱性环境下,脱硅制得3,5-二(羟甲基)-4-羟基苯乙炔(THPA),收率达65.72%。通过1H NMR、13C NMR核磁表征手段,确认得到含多羟基单取代乙炔类有机化合物THPA。

2,6-bi（methyl ester）-4-bromine-phenyl acetate was obtained through substitution and esterification reaction with para-bromophenol as the original material. And it was coupled with TMSA via Sonogashira coupling reaction to get 2,6-bi（hydroxymethyl）-4-3 methyl acetylene silicon-phenol. Finally, in an alkaline condition, the desilication reaction was occered in order to obtain 3,5-bi（hydroxymethyl）-4-hydroxy phenyl acetylene（THPA）, and the yield was 65.72 %. By 1H NMR and ^13 C NMR characterization methods, the compound of THPA was confirmed.