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Synthesis of Amino Alcohols of the Cyclododecane and Decahydro-1,4-ethanonaphthalene Series.
- Source :
-
Russian Journal of Organic Chemistry . Jun2020, Vol. 56 Issue 6, p1001-1005. 5p. 2 Diagrams. - Publication Year :
- 2020
-
Abstract
- 2-Aminocyclododecan-1-ol and 6(3)-aminodecahydro-1,4-ethanonaphthalen-5(2)-ols (mixture of isomers) were synthesized in two steps via oxidative hydroxybromination of cyclododecene and 1,2,3,4,4a,5,6,8a(1,4,4a,5,6,7,8,8a)-octahydro-1,4-ethanonaphthalines with the system hydrogen peroxide–HBr. In the first step, oxidation of hydrogen bromide with hydrogen peroxide generated intermediate dioxidanium bromide which added to the C=C double bond of the unsaturated substrate to give the corresponding α-bromo alcohols. In the second step, substitution of the bromine atom by amino group in the presence of an alkali afforded α-amino alcohols. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 10704280
- Volume :
- 56
- Issue :
- 6
- Database :
- Academic Search Index
- Journal :
- Russian Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 144674578
- Full Text :
- https://doi.org/10.1134/S1070428020060068