1. Electrochemical fluorination of (N,N-dialkylamino)alcohols
- Author
-
Taizo Ono, Eiji Hayashi, Masakazu Nishida, Irina Soloshonok, Abe Takashi, Okuhara Kunio, and Haruhiko Fukaya
- Subjects
Butanol ,Organic Chemistry ,Ethanolamines ,Biochemistry ,Medicinal chemistry ,Electrochemical fluorination ,Inorganic Chemistry ,Propanol ,chemistry.chemical_compound ,Propanolamines ,chemistry ,Yield (chemistry) ,Environmental Chemistry ,Organic chemistry ,Physical and Theoretical Chemistry ,Cyclic amines - Abstract
Series of amino alcohols including 2-( N,N -dialkylamino)ethanols, 3-( N,N -dimethylamino)propanol and 4-( N,N -dimethylamino)butanol were subjected to electrochemical fluorination. In the case of 2-( N,N -dialkylamino)ethanols, the F -(2- N,N -dialkylamino)acetyl fluorides were obtained in fair to good yields. Yields of each target compound were strongly dependent on the kind of the dialkylamino group. Cyclic amines having an N -(2-hydroxylethyl) group afforded the corresponding F -[ N -( c -alkylamino)-substituted acetyl fluorides]. Their yields were generally better than those of acyclic analogs. Several 2-( N,N -dialkylamino)ethanols and 3-( N,N -dimethylamino)propanol were converted into the corresponding trimethylsilylethers, aminoalkyl methyl carbonates and bis-aminoalkyl carbonate, respectively, and they were subjected to fluorination for a comparison of the yield with that obtained from that of the parent aminoalcohol.
- Published
- 1999