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- Publisher
- Springer Journals
- Copyright
- Copyright © 2009 by Springer Science+Business Media, Inc.
- Subject
- Chemistry; Inorganic Chemistry ; Organic Chemistry; Chemistry/Food Science, general
- ISSN
- 1066-5285
- eISSN
- 1573-9171
- DOI
- 10.1007/s11172-009-0157-5
- Publisher site
- See Article on Publisher Site
Abstract
Methods for the synthesis of compounds combining in the molecule fragments of known antioxidants with reactive vinyloxy and vinylthio groups have been developed. Transesterification of methyl 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionate with 2-(vinyloxy)- or 2-(vinylthio)-ethanol furnished the high yields of 2-(vinyloxy)- and 2-(vinylthio)ethyl 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionates. The reaction of 2-[(vinyloxy)ethoxymethyl]- and 2-[(vinylthio)-ethoxymethyl]oxiranes with 2,2,6,6-tetramethylpiperidin-4-ol and 4-aminodiphenylamine proceeds with the oxirane ring opening and leads to the corresponding vinyloxy and vinylthio derivatives of 2,2,6,6-tetramethylpiperidin-4-ol and mono- and bisvinyloxy and -vinyl- thio derivatives of 4-aminodiphenylamine at the primary amino group.
Journal
Russian Chemical Bulletin – Springer Journals
Published: Apr 27, 2010