Phenylglycidyl Ether誘導体の研究(第5報) : Phenylglycidyl Ether誘導体に対するGrignard反応

概要

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The amount of secondary alcohol in the reaction mixture of phenyl glycidyl ether (P.G.E.) with ethylmagnesium bromide is by several percent smaller than that of propylene oxide or phenylpropylene oxide. It comes to about 50% and increase in proportion to the number of carbon atoms in the Grignard reagents. Notable difference is not recognized between the reaction product of alkyl- or halogensubstituted P.G.E. with Grignard reagents and that of P.G.E. The reaction velocity of P.G.E. containing a nitro group with Grignard reagents is rapid and primary alcohol alone was obtained regardless of the number of carbon atoms in the Grignard reagents. Quantitative analysis of these reaction mixtures was carried out by gas chromatography. Thiophenol or o-chlorothiophenol was detected together with ordinary reaction products in the reaction mixture of phenyl thioglycidyl ether with Grignard reagents. On the other hand, the main reaction product of P.G.E. with ethyl bromoacetate in the presence of zinc dust is ethyl hydroxypentanoate and hydroxymethylbutanoate was not found.
公益社団法人日本薬学会の論文
1970-12-25