1989•Journal of the Chemical Society Perkin Transactions 1Requires access
Transformations of trichloromethyl groups during reactions of 3-trichloromethylpyridines with methoxide
Ronald S. Dainter, T. Gerald Jackson, Abdirahman H. H. Omar, H. Suschitzky, B. J. Wakefield, Nigel Hughes, Anthony J. Nelson, George Varvounis
Open publisher page 31 citations
Abstract
When methoxide ion attacks an unsubstituted 2- or 6-position of a 3-trichloromethylpyridine, a hydrogen shift leads to a methoxy-substituted 3-dichloromethylpyridine. Further reaction of the dichloromethyl group with methoxide gives the corresponding acetal. This type of reaction has been applied to several chlorinated 3-trichloromethylpyridines and to 3-trichloromethylpyridine itself; a convenient synthesis of the latter is described.