原酸酯
原酸酯(Orthoester)是原酸(羧酸的水合物,RC(OH)3)形成的酯类,即是在同一碳原子上含有三个烷氧基基团的有机化合物。例子包括原甲酸乙酯(HC(OC2H5)3)和原乙酸乙酯(CH3C(OCH2CH3)3)。最简单的原酸酯是原甲酸酯。原酸酯对碱稳定,但易被酸分解,可用作酯的保护基,也可以与醛或酮反应,引入缩醛或缩酮保护基。[1]
制备
- RCN + 3 R'OH → RC(OR')3 + NH3
- CHCl3 + 3CH3CH2ONa → HC(OCH2CH3)3 + 3NaCl
参考资料
- David A. Shirley, Organic Chemistry (1968).
- Clayden, Greeves, Warren and Wothers, Organic Chemistry (2001), p. 345
- United States Patent Application 20070049501, Saini; Rajesh K.; and Savery; Karen, March 1, 2007
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