C. Blomberg, A. Vreugdenhil, P. Vink
Sep 2, 2010
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Journal
Recueil des Travaux Chimiques des Pays-Bas
Abstract
The reaction of methylmagnesium iodide with allyl phenyl ether was investigated. Contrary to expectation2 1-butene, the product of the ether cleavage reaction, was formed only to a small extent, the main gaseous product being methane. The mechanism proposed for the formation of this product is: Claisen rearrangement of allyl phenyl ether under the influence of magnesium iodide and reaction of methylmagnesium iodide with the rearrangement product, o-allylphenol with formation of methane. The formation of methane as well as of 1-butene indicates that two competitive reactions (rearrangement and ether cleavage reaction) take place.