Abstract
Abstract As part of our investigation of intramolecular phenolic coupling reactions we required a series of diesters of the general structure, 5 1. Since esters of γ-hydroxybutyric acid have been prepared by acid2 or base3 catalyzed alcoholysis of γ-butyrolactone, it appeared that the desired esters might be prepared by alcoholysis of the lactone with a benzyloxide followed by trapping the new alkoxide, 1, with an acyl chloride. However, treatment of γ-butyrolactone with sodium benzyloxide under conditions analogous to those used in the preparation of ethyl γ-hydroxybutyrate3 failed to yield any of the corresponding benzyl ester. We were also unable to trap alkoxide 1 by acylation with acetyl chloride or benzoyl chloride.
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