米国産NTU頁岩油成分の研究(第3報) : AlkylpiperidineのHofmann分解

抄録

The Hofmann degradation of quaternary ammonium compounds was examined with 2-alkyl-, 2, 4-dialkyl-, and 2, 4, 6-trialkyl-piperidinium iodides. Thermal decompotion of 2-pentylpiperidinium hydroxide (IV₆) produced 5-dimethylamino-1-decene (B) (47%), 1-dimethylamino-4-decene (C) (38%), and 1-dimethylamino-5-decene (D) (15%) (Table II). Elimination generally occurs preferentially in the piperidine ring, rather than in the 2-alkyl chain, except when the alkyl is a methyl group. This result may be interpreted as being due to the steric effect in the planer trans transition state during formation of olefins from quaternary bases.