- Selective Wacker type oxidation of a macrocyclic diene to the corresponding monounsaturated ketone used as fragrance
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A selective reaction method for the efficient conversion of an isomeric mixture of 1,9-cyclohexadecadiene (1,9-CHDD) to the corresponding monounsaturated cyclohexadec-8-en-1-one (8-CHD) is described. 8-CHD was synthesized via Wacker type oxidation at room temperature using a highly electrophilic in situ formed dicationic palladium species. Isomerisation of the diene and over-oxidation of the substrate could be nearly suppressed by suitable reaction control, which has a positive effect on selectivity. The utilization of molecular oxygen as a green oxidant and environmentally benign iron(iii) salts as co-catalysts was successfully applied. This reaction strategy is promising to overcome the low overall reactivity of internal olefins in Wacker type oxidations. In addition, larger scale experiments showed further potential for industrial application.
- Brunzel, Tom,Heppekausen, Johannes,Panten, Johannes,K?ckritz, Angela
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p. 27865 - 27873
(2019/09/30)
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- PROCESS FOR PREPARING PURE CYCLODODECANONE
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The present invention relates to a process for preparing at least one cyclic compound with Z cycles and 7 to 16 carbon atoms with a keto group, at least comprising the stages: (a1) oxidation of a composition (A), at least comprising one cyclic olefin with Z cycles and 7 to 16 carbon atoms and at least two C—C double bonds, by means of dinitrogen monoxide to give a composition (A1),(a2) separating off the at least one cyclic olefin with Z cycles and 7 to 16 carbon atoms with at least two C—C double bonds from the composition (A1) in order to obtain a composition (A2), and(b) distillative treatment of the composition (A2) from step (a2) in order to obtain a composition (B), comprising the at least one cyclic compound with Z cycles and 7 to 16 carbon atoms with a keto group andless than 1.0% by weight of the at least one compound with Z?1 cycles and 7 to 16 carbon atoms with at least one aldehyde group, where Z can be 1, 2, 3 or 4.
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Page/Page column 20
(2010/08/07)
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- Novel Macrocyclic Musk
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The present invention is directed to novel compounds of the structure and a method for enhancing a perfume composition by incorporating an olfactory acceptable amount of the compounds provided above.
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Page/Page column 3
(2008/12/06)
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