80-54-6Relevant articles and documents
Preparation method of high-quality para-lilial
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, (2020/06/30)
The invention provides a preparation method of para-lilial. High-quality para-lilial is synthesized by using p-tert-butyl benzene halide and methacrylic acid as raw materials in the presence of a catalyst. The raw materials and the solvent used in the method are low in cost, the coupling reaction of tert-butyl benzene halide and methacrylic acid can be efficiently carried out under the action of the catalyst, expensive and complex catalyst ligands do not need to be used, and the manufacturing cost is greatly reduced. Besides, the purification process in the production process can effectively remove isomer impurities, the hydrogenation process is high in selectivity, a high-quality para-lilial product can be obtained, the process is simple and easy to control, and industrial production is facilitated.
Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals
Wu, Fu-Peng,Li, Da,Peng, Jin-Bao,Wu, Xiao-Feng
, p. 5699 - 5703 (2019/08/01)
In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.
Lily aldehyde preparation method
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Paragraph 0039; 0040; 0044, (2018/04/03)
The invention discloses a lily aldehyde preparation method. Specifically, the lily aldehyde preparation method comprises the steps: (a) in an inert solvent and under existence of a catalyst and ligand, performing hydroformylation on compound shown by a formula II with hydrogen and carbon monoxide to form compound shown by a formula I. By means of the preparation method disclosed by the invention,high-purity lily aldehyde can be obtained, lily aldehyde production cost is reduced, and a production technology is simplified; furthermore, the preparation method is suitable for large-scale industrial production; thus, the preparation method has application value.
Preparation method of lily aldehyde
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Paragraph 0026; 0027; 0028; 0029; 0030; 0031; 0032-0044, (2017/07/19)
The invention provides a preparation method of lily aldehyde. The method comprises steps as follows: tert-butylbenzene, a solvent and a catalyst are combined and stirred and mixed at a certain temperature; the solvent is any one of dichloromethane, chloroform, nitrobenzene and 1,2-dichloroethane; the catalyst is composition of Lewis acid and an acidic substance providing protons; the certain temperature ranges from subzero 60 DEG C to 40 DEG C; 2-methacrylaldehyde is dropwise added after mixing, and the mixture is kept at the constant temperature continuously after 2-methacrylaldehyde is dropwise added; 2-methacrylaldehyde is dropwise added for 2.5-3.5 h. By means of the method, the yield of lily aldehyde is high and can reach 50%-73%; the recovery rates of the solvent and tert-butylbenzene are high, the cost is saved, and the recovery rate of the solvent is 95%-98% while the recovery rate of tert-butylbenzene is 93%-98%.
A synthetic route to 4-alkyl-α-methylhydrocinnamylaldehydes
Vrbková, Eva,Vysko?ilová, Eli?ka,Rott, Martin,Zapletal, Martin,?erveny, Libor
, p. 2603 - 2613 (2017/03/22)
The 4-Alkyl-α-methylhydrocinnamylaldehydes (alkyl-isopropyl, isobutyl, methyl) are frequently used fragrances with desired floral (lilac, cyclamen, lily-of-the-valley) scent. These substances are valued for their good stability in basic solution and, therefore, are frequently used in soaps, detergents, or shampoos. These substances are synthesized by a two-step synthesis involving base catalyzed aldol condensation of 4-alkylbenzaldehyde with propanal followed by selective hydrogenation of the C=C bond. In aldol condensation, selectivity is decreased by formation of undesired products of propanal autocondensation 2-methylpent-2-enal. In this work the reaction conditions for homogenous catalyzed aldol condensation of 4-isobutylbenzadehyde with propanal were tested (catalyst type and amount, molar ratio of reactants, solvent type). Reaction conditions giving the best results (92% conversion, 79% selectivity) were adapted to other 4-alkyl-α-methylcinnamylaldehydes preparation with similar results. In the second step—hydrogenation of aldol product different types of catalyst (nickel, cobalt, palladium or Adkins catalyst), and also different solvents, were tested. Hydrogenation conditions leading to the highest yield (72% selectivity at 95% conversion) were adapted to other 4-alkylhydrocinnamyladehydes with similar results.
An efficient TiCl4-catalysed method for the synthesis of para-substituted aromatic aldehydes
Zhou, Chenfeng,Su, Weike
, p. 555 - 557 (2015/11/27)
An efficient and highly selective synthesis of para-substituted aromatic aldehydes has been achieved by TiCl4-catalysed Friedel-Crafts alkylation of monosubstituted benzenes with methacrolein diacetyl acetal.
A highly stereoselective organocatalytic approach to Lilial and muguesia
Gualandi, Andrea,Emma, Marcogiuseppe,Giacoboni, Jessica,Mengozzi, Luca,Cozzi, Piergiorgio
, p. 449 - 452 (2013/04/10)
The stereoselective alkylation of aldehydes with benzodithiolylium tetrafluoborate gave a straightforward access to key compounds for the synthesis of fragrances and flavors. Georg Thieme Verlag Stuttgart · New York.
Chemoselective hydrogenation of α,β-unsaturated aldehydes with modified Pd/C catalyst
Du, Wen Qiang,Rong, Ze Ming,Liang, Yan,Wang, Yong,Lu, Xin Yi,Wang, Yi Fan,Lu, Lian Hai
experimental part, p. 773 - 776 (2012/08/14)
Selective hydrogenation of α,β-unsaturated aldehydes with modified Pd/C catalyst was developed. The reduction of CO bond could be efficiently inhibited by the addition of carbonates, and high selectivity to the corresponding saturated aldehydes was achieved under mild conditions. This protocol provides an alternative for efficient preparation of saturated aldehydes.
An asymmetric hydroformylation catalyst that delivers branched aldehydes from alkyl alkenes
Noonan, Gary M.,Fuentes, Jose A.,Cobley, Christopher J.,Clarke, Matthew L.
supporting information; experimental part, p. 2477 - 2480 (2012/04/18)
Surprising selectivity: The first enantioselective hydroformylations of simple alkenes of type RCH2CH=CH2 to preferentially deliver the branched aldehyde product have been discovered using a new chiral ligand, named bobphos (see scheme). Established ligands are unselective in this reaction or show a slight preference towards the linear aldehyde. Copyright
Process for Producing Aromatic Aldehyde Compound
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, (2012/10/23)
A process for producing an aromatic aldehyde compound has steps of converting alkyl-substituted or non-substituted benzene into a compound of formula I by halomethylation, and allowing the compound of formula I and alkyl aldehyde to react in presence of phase transfer catalyst at a reaction temperature under alkaline condition to obtain the aromatic aldehyde compound.