The Journal of Organic Chemistry

ortho Substitution Rearrangement vs. β-Elimination of Quaternary Ammonium Ion-Alcohols and Methyl Ether with Excess Sodium Amide1

GC JONES, CR HAUSER

Index: Jones,G.C.; Hauser,C.R. Journal of Organic Chemistry, 1962 , vol. 27, p. 806 - 814

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Citation Number: 7

Abstract

The rearranged amino alcohol from quaternary ion-alcohol IIIc was indicated by vapor phase chromatography to consist mainly (90-9570) of one substance and partly (5-30%) of two other substances. The main compound was shown to be an ortho substitution rearrangement product, such as IVc, by its oxidation to phthalic acid (Equation 2) and by its infrared spectrum, which gave a strong band in the 770-730-cm.-'region for four adjacent ...