Oxymethylation of trifluoromethanesulfonamide with paraformaldehyde in ethyl acetate
- Acid-catalyzed reaction of trifluoromethanesulfonamide with paraformaldehyde in ethyl acetate led to the formation of oxymethylated products that did not form in the reaction carried out in sulfuric acid. Following products were obtained: 5-trifluoromethylsulfonyl-1,3-dioxazinane, 3,7-bis-(trifluoromethylsulfonyl)-1,5,3,7-dioxadiazocane, and a complex of trifluoromethanesulfonamide with 2,4,8,10-tetraoxospiro[5,5]undecene, 1:1. The spiroring resulted from the cyclization of pentaerythritol under the action of formaldehyde. The pentaerythritol formed in its turn by oxymethylation of the methyl group of ethyl acetate with paraformaldehyde followed by the reduction of the COOEt group into CH2 OH by the formaldehyde.
| Verfasserangaben: | Vladimir I. Meshcheryakov, Mikail Yu. Moskalik, Alexandra Kelling, Uwe SchildeORCiDGND, Igor A. Ushakov, Bagrat A. Shainyan |
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| URL: | http://springer.metapress.com/content/q58m84577ng74p3g/ ?p=0be1219998b44c288f855f33f6168bf6&pi=19 |
| DOI: | https://doi.org/10.1134/S1070428008020206 |
| ISSN: | 1070-4280 |
| Publikationstyp: | Wissenschaftlicher Artikel |
| Sprache: | Englisch |
| Jahr der Erstveröffentlichung: | 2008 |
| Erscheinungsjahr: | 2008 |
| Datum der Freischaltung: | 25.03.2017 |
| Quelle: | Russian journal of organic chemistry. - ISSN 1070-4280. - 44 (2008), 2, S. 331 - 316 |
| Organisationseinheiten: | Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie |
| Peer Review: | Referiert |
