作者:L. N. Parshina、L. A. Oparina、M. Ya. Khil’ko、A. I. Albanov、B. A. Trofimov
DOI:10.1007/s11172-009-0157-5
日期:2009.6
Methods for the synthesis of compounds combining in the molecule fragments of known antioxidants with reactive vinyloxy and vinylthio groups have been developed. Transesterification of methyl 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionate with 2-(vinyloxy)- or 2-(vinylthio)-ethanol furnished the high yields of 2-(vinyloxy)- and 2-(vinylthio)ethyl 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionates. The reaction of 2-[(vinyloxy)ethoxymethyl]- and 2-[(vinylthio)-ethoxymethyl]oxiranes with 2,2,6,6-tetramethylpiperidin-4-ol and 4-aminodiphenylamine proceeds with the oxirane ring opening and leads to the corresponding vinyloxy and vinylthio derivatives of 2,2,6,6-tetramethylpiperidin-4-ol and mono- and bisvinyloxy and -vinyl- thio derivatives of 4-aminodiphenylamine at the primary amino group.
已开发出结合已知抗氧化剂分子片段与反应性乙烯氧基和乙烯硫基的化合物合成方法。将甲基 3-[3,5-二(叔丁基)-4-羟基苯基]丙酸酯与 2-(乙烯氧基)-或 2-(乙烯硫基)-乙醇进行转酯化反应,得到了高产率的 2-(乙烯氧基)-和 2-(乙烯硫基)乙基 3-[3,5-二(叔丁基)-4-羟基苯基]丙酸酯。2-[(乙烯氧基)乙氧基甲基]-和 2-[(乙烯硫基)乙氧基甲基]环氧烷与 2,2,6,6-四甲基哌啶-4-醇及 4-氨基二苯胺反应,发生环氧烷环的开环反应,得到相应的 2,2,6,6-四甲基哌啶-4-醇的乙烯氧基和乙烯硫基衍生物,以及 4-氨基二苯胺的单乙烯氧基、双乙烯氧基和乙烯硫基衍生物,反应发生在初级氨基上。