对与甘氨酸,丙氨酸或β-丙氨酸有关的环状氨基取代的羧酸的九种甲酯进行电化学氟化。这样以合理的产率得到了相应的全氟氟化物和裂解产物。作为环状氨基取代基,研究了吡咯烷基,吗啉代,哌啶子基,六亚甲基亚氨基和N'-甲基哌嗪基。未观察到环化副产物的形成,这与脂族二烷基氨基取代的羧酸的氟化形成对比。从这样的2-环氨基丙酸甲酯[环氨基:吡咯烷基,吗啉代或哌啶子基],与全氟酸氟化物一起得到全氟甲基酯,产率为1-2%和14-29。 % 分别。前一种化合物的形成归因于庞大的环状氨基的阻断作用。报告了所获得的新化合物的物理性质及其光谱(19 F NMR,质量和IR)数据。
The electrochemical fluorination of N-containing carboxylic acids (Part 4). Fluorination of methyl 3-dialkylamino-isobutyrates and methyl 3-dialkylamino-n-butyrates
作者:Takashi Abe、Haruhiko Fukaya、Eiji Hayashi、Yoshio Hayakawa、Masakazu Nishida、Hajime Baba
DOI:10.1016/0022-1139(93)03019-i
日期:1994.2
Several methylesters of 3-dialkylamino-substituted n- and isobutyric acids have been subjected to electrochemical fluorination to give the corresponding perfluoroacid fluorides. Dimethyl, diethyl, pyrrolidino, morpholino, piperidino and N-methylpiperazino groups were investigated as dialkylamino substituents. The structure/yield relationship was evaluated both in terms of the structure of the acid and
Six methyl esters of 3-dialkylamino-substituted propionic acids were subjected to electrochemicalfluorination to give the corresponding perfluoroacid fluorides. The following dialkylamino substituents were investigated: diethylamino, di-n-propyl-amino, di-n-butylamino, pyrrolidino, morpholino and piperidino groups. These perfluoroacid fluorides, which were obtained in fair yields, are considered to
将3-二烷基氨基取代的丙酸的六种甲酯进行电化学氟化,得到相应的全氟代氟化物。研究了以下二烷基氨基取代基:二乙基氨基,二正丙基氨基,二正丁基氨基,吡咯烷基,吗啉代和哌啶子基。这些以合理收率获得的全氟酸氟化物被认为是制备软质(可降解)含氟化合物的潜在关键前体。这些盐在水溶液中显示出明显降低的表面张力。报告了所获得的所有全氟酸氟化物的物理性质,以及它们的光谱数据(19 F NMR,质谱和IR光谱)。
FORMATION OP PERFLUORO(<i>N</i>-ALKYL LACTAMS) BY THE REACTION OF PERFLUORO(<i>N</i>-ALKYL CYCLIC AMINES) WITH FUMING SULFURIC ACID
作者:Eiji Hayashi、Takashi Abe、Shunji Nagase
DOI:10.1246/cl.1985.375
日期:1985.3.5
Perfluoro(N-alkyl lactams) have been obtained in high yields by the reaction of perfluoro(N-alkyl cyclic amines) with fumingsulfuricacid.