FLUORINATIONS WITH COMPLEX METAL FLUORIDES. PART 7. FLUORINATIONS OF THE METHYL PYRIDINES WITH CAESIUM TETRAFLUOROCOBALTATE

Article abstract of DOI:10.1016/S0022-1139(00)81512-2

4-Methylpyridine passed over caesium tetrafluorocobaltate at 330-340 deg gave tridecafluoro(1,3-dimethylpyrrolidine) (1) and its 3-difluoromethyl analogue (2), together with a range of polyfluoro-4-picolines (4-10) with -CF3, -CHF2 or -CH2F groups in the 4-position. 3-Methylpyridine similarly gave 1 and its 1,2-isomer (11) together with several polyfluoro-3-picolines (14-18). 2-Methylpyridine at 270 deg gave tridecafluoro(1-ethylpyrrolidine) (13), a trace of 11 and 2-trifluoromethyl- (22), 2-difluoromethyl- (23) and 2-fluoromethyl-tetrafluoropyridine (24); there were also products arising by loss of methyl.Other unidentified fluoroalkylpyridines besides those isolated were present in each case.