Wang Li-dong
2008
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Journal
Journal of Liaoning Normal University
Abstract
In our study,pyrocatechol reacts with CH3OCH2Cl to produce 2-hydroxybenzyl ether 2.Compound 2 then reacts with allyl bromide to generate the key intermediate 1-allyloxy-2-methoxymethoxybenzene 3.The Claisen rearrangement of 3 has been examined in nitrobenzene as solvent and the weak oxidizing agent at 200~210℃ to simulate photo-Claisen rearrangement process,which can obtain para rearrangement product 4 and the informal 3-substituted product 5.It indicats that the existence of singlet radical pair and triplet radical pair.The radical pair mechanism has been well-established based on previous literature.The structures of all compounds have already been characterized by IR and 1HNMR.All compounds are synthesized successfully and the rational analysis is given.