The Reaction of Primary and Secondary Alkylaryl and Alkyl Sulfonates with Potassium t-Butoxide in Dimethyl Sulfoxide1
CH Snyder, AR Soto
Index: Snyder,C.H.; Soto,A.R. Journal of Organic Chemistry, 1964 , vol. 29, p. 742 - 745
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Citation Number: 21
Abstract
Sulfonate esters of primary and secondary alcohols react rapidly with potassium t-butoxide in dimethyl sulfoxide to give alkenes and alkyl t-butyl ethers. The reaction is complete within 30 min. at 20-25'for 0.5 M solutions of the ester. Esters of cyclic and secondary acyclic alcohols give about 80% yields of alkenes and no appreciable quantities of ethers. Esters of normal primary alcohols and of cyclohexylcarbinol give 20-257, alkenes and 60-707, ...
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