103-95-7Relevant articles and documents
Selective Catalytic Hydrogenation in the presence of Lanthanide tris-β-Diketonates as "Protecting" Reagents
Komarov, Igor V.,Denisenko, Victor E.,Kornilov, Mikhail Yu.
, p. 6921 - 6926 (1994)
The selectivity of >C=C double bonds catalytic hydrogenation increases considerably in the presence of some lanthanide tris-β-diketonates for those unsaturated aldehydes and ketones possessing highly susceptible to reduction carbonyl group.It is a result of the selective co-ordination between the lanthanide complex added and the carbonyl group of a substrate.In most cases the complete protection of carbonyl groups is observed if the complex is added in equimolar amount to the substrate.A number of lanthanum tris-β-diketonates have been tested; the complexes with fluorinated ligands were demonstrated to ensure the highest selectivity of the hydrogenation.The correlation between the constants of equilibrium in reaction mixture and "protecting" activity of the complexes is discussed.A few examples demostrate the practical utilization of the lanthanum tris-β-diketonates to the selective hydrogenation of unsaturated aldehydes and ketones.
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Yamashita,Matsumura
, p. 379 (1942)
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Ru-Catalyzed Cross-Dehydrogenative Coupling between Primary Alcohols to Guerbet Alcohol Derivatives: With Relevance for Fragrance Synthesis
Manojveer, Seetharaman,Salahi, Saleh,Wendt, Ola F.,Johnson, Magnus T.
, p. 10864 - 10870 (2018/09/06)
A simple method has been developed for the cross dehydrogenative coupling between two different primary alcohols using readily available RuCl2(PPh3)3 as a precatalyst through the borrowing-hydrogen approach. The present methodology is applicable to a large variety of alcohol derivatives including long chain aliphatic alcohols and heteroaryl alcohols. In addition, the methodology was applied in a straightforward protocol to synthesize commercially available fragrances such as Rosaphen and Cyclamenaldehyde in good yields.
Industrial production method of high-content cyclamen aldehyde
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Paragraph 0047-0072, (2017/07/04)
The invention discloses a production method of high-content cyclamen aldehyde, relating to the technical field of fine chemical engineering production. After isopropyl benzene and propionyl chloride used as initial raw materials are subjected to acylation reaction, selective hydrogenation is carried out to synthesize cyclamen aldehyde, so the method has the advantages of accessible raw materials and high yield. Ethanol is used as an organic solvent for hydrogenation reaction, thereby overcoming the defects of incomplete reaction or excess hydrogenation and inactivation of the recycled catalyst in the hydrogenation process, and controlling the content of ortho-cyclamen aldehyde of the side reaction at 0.5% or below. Besides, a high-vacuum falling film fractionating tower is used for separating and purifying the cyclamen aldehyde, so that the cyclamen alcohol content in the cyclamen aldehyde finished product is controlled at 0.5% or below; and thus, the singlet content in the final product reaches 98.5% or above, and the final product has pure and soft fragrance and satisfies the requirement for essence blending.