1704-69-4Relevant articles and documents
ELECTROCHEMICAL FLUORINATION OF N-CHLOROALKYL-SUBSTITUTED CYCLIC AMINES
Hayashi, Eiji,Abe, Takashi,Baba, Hajime,Nagase, Shunji
, p. 371 - 382 (1983)
The electrochemical fluorination of such N-chloroalkyl substituted cyclic amines as N-chloromethylpyrrolidine (1), N-(3-chloropropyl)pyrrolidine (2), N-chloromethylpiperidine (3), N-(2-chloroethyl)piperidine (4), N-(3-chloropropyl)piperidine (5), N-chloromethylmorpholine (6), N-(3-chloropropyl)morpholine (7), N-(2-chloroallyl)morpholine (8) has been conducted.Except in the cases of the N-chloromethyl-substituted ones (1,3 and 6), the corresponding chlorine-retaining-perfluoroamines were obteined in a yield of 5 - 20 percent together with perfluorinated ones (Yield = 20 - 60 percent).Neither chlorine-retaining amines nor perfluorinated amines, both of which having the original skeleton, was produced from fluorinations of 1, 3 and 6 in an appreciable yield.The spectroscopic data and physical properties of newly synthesized perfluoro-N-chloroalkyl-substituted cyclic amines are presented.
The electrochemical fluorination of N-containing carboxylic acids (Part 4). Fluorination of methyl 3-dialkylamino-isobutyrates and methyl 3-dialkylamino-n-butyrates
Abe, Takashi,Fukaya, Haruhiko,Hayashi, Eiji,Hayakawa, Yoshio,Nishida, Masakazu,Baba, Hajime
, p. 193 - 202 (2007/10/02)
Several methyl esters 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 the kind of amino group, respectively.Better yields of perfluoroacid fluorides were obtained from methyl esters having isobutyric acid skeletons than those having n-butyric acid groups, and from the acids containing cyclic amino groups than those containing acyclic ones.