Reactions of diols and epoxides - Communication 11. Synthesis of 3,3-dialkyl(or aryl)oxetanes

N. I. Shuikin, M. Bartók, B. Kozma

Research output: Contribution to journalArticle

Abstract

1. Various methods for the preparation of 3,3-dialkyl(and aryl)oxetanes were investigated. 3,3-Dimethyloxetane was prepared from the corresponding diol, from the corresponding chlorohydrin acetate, and for the corresponding m-dioxane. The highest yield (54%) was obtained by the use of the chlorohydrin acetate. 2. 3,3-Dimethyloxetane was prepared in 25-30% yield from 5,5-dimethyl-m-dioxane. 3,3-Diethyl-oxetane was synthesized from the cyclic carbonate of the corresponding diol and from the corresponding chlorohydrin acetate, and 3-methyl-3-propyloxetane and 3-butyl-3-ethyloxetane were synthesized from the corresponding chlorohydrin acetates. Yields 70-80%. 3. The various methods of synthesis and their mechanisms are discussed.

Original languageEnglish
Pages (from-to)142-145
Number of pages4
JournalBulletin of the Academy of Sciences, USSR Division of Chemical Science
Volume16
Issue number1
DOIs
Publication statusPublished - Jan 1967

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Chlorohydrins
Epoxy Compounds
Acetates
Communication
Carbonates
oxetane

ASJC Scopus subject areas

  • Chemistry(all)

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Reactions of diols and epoxides - Communication 11. Synthesis of 3,3-dialkyl(or aryl)oxetanes. / Shuikin, N. I.; Bartók, M.; Kozma, B.

In: Bulletin of the Academy of Sciences, USSR Division of Chemical Science, Vol. 16, No. 1, 01.1967, p. 142-145.

Research output: Contribution to journalArticle

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AB - 1. Various methods for the preparation of 3,3-dialkyl(and aryl)oxetanes were investigated. 3,3-Dimethyloxetane was prepared from the corresponding diol, from the corresponding chlorohydrin acetate, and for the corresponding m-dioxane. The highest yield (54%) was obtained by the use of the chlorohydrin acetate. 2. 3,3-Dimethyloxetane was prepared in 25-30% yield from 5,5-dimethyl-m-dioxane. 3,3-Diethyl-oxetane was synthesized from the cyclic carbonate of the corresponding diol and from the corresponding chlorohydrin acetate, and 3-methyl-3-propyloxetane and 3-butyl-3-ethyloxetane were synthesized from the corresponding chlorohydrin acetates. Yields 70-80%. 3. The various methods of synthesis and their mechanisms are discussed.

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