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Synthesis of E-9-Dodecen-1-yl Acetate Using Organomanganese Reagents
-
J. Belmar
,
J. Téllez
Published/Copyright:
June 2, 2014
The Grignard reagent obtained from 2-(6-bromohexyloxy)-tetrahydropyrane, by treatment with anhydrous manganese(II) chloride was transformed to the corresponding organomanganese reagent, which was coupled with E-1-bromo-3-hexeneby treatment with anhydrous manganese chloride. Further deprotection and acetylation furnished E-9-dodecen-1-yl acetate. A second procedure involved the coupling of E-3-hexenylmanganese bromide and 6-bromohexyl acetate. Coupling reactions were carried out at 0 °C, using tetrahydrofurane and N-methylpyrrolidone as co-solvent.
Received: 2000-2-1
Published Online: 2014-6-2
Published in Print: 2000-7-1
© 1946 – 2014: Verlag der Zeitschrift für Naturforschung
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