Elimination reactions. Part I. Decomposition of menthyltrimethylammonium ion in strongly basic media
作者:M. A. Baldwin、D. V. Banthorpe、A. G. Loudon、F. D. Waller
DOI:10.1039/j29670000509
日期:——
Hydroxide-promoted elimination from menthyltrimethylammonium ion is more favoured in the absence of solvent or in dipolar aprotic solvents than in protic media or under the classical conditions of Hofmann degradation, but the proportions of isomeric menthenes in products are little changed. Menth-3-ene, the isomer forbidden on the usual requirement of an anti-periplanar conformation for reaction, is formed
在无溶剂或偶极非质子溶剂中,与在质子介质中或在霍夫曼降解的经典条件下相比,更有利于从薄荷基三甲基铵离子中消除氢氧根离子,但是产物中异构体薄荷的比例几乎没有变化。Menth-3-ene是在反应的反平面构象的常规要求上禁止的异构体,在各种条件下,其生成量为烯烃产率的0–27%。