Olefinbildende Elimination von Wasser aus Alkoholen mit Carbodiimidium-Verbindungen

Authors

  • R. Scheffold Institut für Organische Chemie der Universität Bern Erlachstraße 9 a, CH-3000 Bern 9
  • U. Mareis Institut für Organische Chemie der Universität Bern Erlachstraße 9 a, CH-3000 Bern 9

DOI:

https://doi.org/10.2533/chimia.1975.520

Abstract

N-Methyl-N,N'-dicyclohexylcarbodiimidium-tetrafluoroborate 2a and the corresponding fluorosulfonate 2b are formed by alkylation of DCC. Both compounds crystallise as their DCC-adducts. 2a and 2b dehydrate alcohols on boiling in dioxane, toluene or heptane or by pyrolysis at 100 to 150°. From the configuration of the olefins which are formed from threo-1,2-diphenyl propanol and from threo- and erythro-3-deutero-2-butanol it is deduced, that syn-elimination is preferred over anti-elimination by a factor of 1,7.

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Published

1975-12-31

Issue

Section

Kurze Mitteilungen

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