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M. Gazizov, R. Ismagilov, R. Karimova, L. Shamsutdinova, O. Sinyashin (2005)
Reaction of 4-hydroxy-3,5-di-tert-butylbenzylidene chloride with triethyl orthoformateDoklady Chemistry, 400
ISSN 0012-5008, Doklady Chemistry, 2008, Vol. 419, Part 1, pp. 47–49. © Pleiades Publishing, Ltd., 2008. Original Russian Text © M.B. Gazizov, R.K. Ismagilov, R.F. Karimova, L.P. Shamsutdinova, O.M. Chernova, O.G. Sinyashin, 2008, published in Doklady Akademii Nauk, 2008, Vol. 419, No. 2, pp. 203–205. CHEMISTRY Dehydrochlorination of 4-Hydroxy-3,5-di-tert-butylbenzylidene Chloride with Aprotic Nonionogenic Reagents M. B. Gazizov, R. K. Ismagilov, R. F. Karimova, L. P. Shamsutdinova, O. M. Chernova, and Academician O. G. Sinyashin Received July 12, 2007 DOI: 10.1134/S0012500808030014 We showed previously that 4-hydroxy-3,5-di-tert- The aim of this study is to establish the structure of reaction products and to determine the general reaction butylbenzylidene chloride (I) reacted with noniono- scheme and reaction conditions. genic aprotic reagents, such as triethyl orthoformate We have found that, as distinct from reagents II and (II) [1] and esters of phosphorus(III) acids (III) [2], via III, compounds IV–VII show dehydrochlorinating nucleophilic displacement and underwent dechloro- ability toward gem-dichloride I. The main reaction alkoxylation and dechlorophosphorylation to form ace- product is 4-chloromethylene-2,6-di-tert-butylcyclo- tal and diphosphonate, respectively. We studied previ- hexadien-2,5-one VIII. The coproducts of the reaction ously unknown reactions of gem-dichloride I with eth- are ethylene chlorohydrin (IX), 1-chloro-1-ethoxy- ylene oxide (IV), vinyl ethyl
Doklady Chemistry – Springer Journals
Published: Mar 11, 2011
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