Journal of the American Chemical Society

Synthesis of Alkyl and Substituted Alkyl Fluorides from p-Toluenesulfonic Acid Esters. The Preparation of p-Toluenesulfonic Acid Esters of Lower Alcohols1

WF Edgell, L Parts

Index: Edgell; Parts Journal of the American Chemical Society, 1955 , vol. 77, p. 4899,4901

Full Text: HTML

Citation Number: 119

Abstract

A number of alkyl and substituted alkyl fluorides has been prepared from the corresponding p-toluenesulfonic acid esters (tosylates) by reaction with potassium fluoride. Isomerization, extensive elimination and doubling of chain length, the common disadvantages of the reaction between alkyl halides and transition metal fluorides, were not encountered. The method constitutes a convenient and dependable laboratory synthesis of primary and ...