Lin S F, Connors K A
J Pharm Sci. 1981 Mar;70(3):235-8. doi: 10.1002/jps.2600700302.
The kinetics of hydrolysis of trans-cinnamic anhydride and of its reactions with hydroxy compounds were studied in the presence of pyridine, 4-dimethylaminopyridine, and N-methylimidazole as catalysts. The absolute rates of the catalyzed hydrolysis decreased with increasing acetonitrile content (decreasing solvent polarity), but the catalytic efficiency of N-methylimidazole and 4-dimethylaminopyridine relative to pyridine increased as the solvent polarity decreased. The relative catalytic rates for the cinnamoylation of n-propanol in acetonitrile were 1:259:16,000 for pyridine, N-methylimidazole, and 4-dimethylaminopyridine, respectively.
在吡啶、4-二甲基氨基吡啶和N-甲基咪唑作为催化剂的存在下,研究了反式肉桂酸酐的水解动力学及其与羟基化合物的反应。催化水解的绝对速率随着乙腈含量的增加(溶剂极性降低)而降低,但随着溶剂极性降低,N-甲基咪唑和4-二甲基氨基吡啶相对于吡啶的催化效率增加。在乙腈中,吡啶、N-甲基咪唑和4-二甲基氨基吡啶对正丙醇肉桂酰化的相对催化速率分别为1:259:16,000。