Synthesis of group Vb fluorides from N-fluoro-compounds

✍ Scribed by R.E. Banks; R.N. Haszeldine; R. Hatton

• Publisher: Elsevier Science
• Year: 1967
• Tongue: French
• Weight: 171 KB
• Volume: 8
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)89722-7

✦ Synopsis

Although 2,6-dimethylpiperldine, 2,2,6,6-tetramethylpiperidine, and 2,2,6,6-tetramethylpiperid-4-one react with perchloryl fluoride to give the corresponding &fluoro-compounds, piperidine yields g-perchlorylplperidine rather than g-fluoropiperidine.(1,2) The last compound has now been obtained in 9% yield by the slow addition of plperidine to an equimolar emount of perfluoro-g-fluoropiperidine in light petroleum+ at room temperature: piperidine hydrofluorlde, unchanged perfluoro-g-fluoroplperidine (not estimated), and 3,3,4,4,5,5,6,6-octafluoro-2-(N-piperidyl)-3,4,5,6tetrahydropyridine (I) (255) are also isolated. Analytically-pure Bfluoropiperidine, b.p. 40-44'/70 mm., liberates iodine readily from acidified