The Alkylation of β-Ketoesters with β-Dimethylaminoethyl Chloride1

WE Doering, SJ Rhoads

Index: Doering; Rhoads Journal of the American Chemical Society, 1951 , vol. 73, p. 3082

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Citation Number: 5

Abstract

One fragment of. this type,@-phenoxyethyl iodide, was found by Stork and McElvain5 to be insufficiently reactive to alkylate I, although benzyl chloride and ethyl iodide reacted smoothly, the latter leading to a successful synthesis of cincholoipon.@-Dimethylaminoethyl chloride (11) seemed promising as a very reactive halide which is reported to give C- alkylation with acetoacetic ester6 and with 2-carbethoxycyclohexanone7 and is closely