Oxydation of polymethylene α,ω - glycols by means of lead tetraacetate. Preparation of ditetrahydrofuran derivatives
✍ Scribed by V.M. Micovic; S. Stojcic; S. Mladenovic; M. Stefanovic
- Book ID
- 104236250
- Publisher
- Elsevier Science
- Year
- 1965
- Tongue
- French
- Weight
- 207 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
In recent; >ears intensive investigations of the oxidation of monohyaroxylic alcohols by means of lead tetraacetate have been performed. When these alcohols contained a methylene or a methine group in the 8 -position, they were oxidized to tdtrahydrofuran and tetrahydrop~ran derivativesj and. when a tertiary or a %uaternary C-atom was present in the cr(-position, fragmentation reactions occurred (1, 2). Continuing dur investigations in this field, we have oxidized polymethylene o(,W-glycols containing from si.X to eleven carbon atoms with lead tetraacetate in boiling benzene in the presence of calcium carbonate (molar ration of reactants, glycol: LliA: ';aCC$ = 1: 2.a: 2). Oxidation products were isolated in the usual way and three main fractions iaere