Abstract
In this work, we report the results of lowtempera� ture ozonolysis of benzyl and phenyl allyl ethers for the preparation of methyl benzyland phenoxyace� tates. The esters of arylacetic acids were prepared by two methods: in the methanol-methylene chloride system in the presence of alkali at -65°C or in methanol at -78°C followed by the treatment of intermediate per� oxide products with semicarbazide hydrochloride. The ozonolysis of benzyl and phenyl allyl ethers Ia and Ib in the presence of NaOH was found to lead in high yield and selectivity to esters IIa and IIb, respectively. Byproducts formed in small amounts are the corre� sponding alkoxyacetic aldehydes IIIa and IIIb. At the same time, the treatment of primary ozonation prod� ucts (peroxides) with semicarbazide hydrochloride gives a mixture of esters IIa and IIb and acetals IVa and IVb (Table 1).
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