110-41-8Relevant academic research and scientific papers
Synthesis method of methyl nonyl acetaldehyde
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Paragraph 0014; 0018; 0019; 0023, (2018/09/08)
The invention provides a synthesis method of methyl nonyl acetaldehyde. The synthesis method comprises the following steps: (a) taking n-undecylic aldehyde and formaldehyde as raw materials and morpholine/acetic acid as a catalyst in a solvent; adding n-undecylic aldehyde into a reaction system in a dropwise adding manner; reacting at 70 to 80 DEG C to generate methylene undecylic aldehyde; (b) taking methylene undecylic aldehyde as a raw material and palladium/carbon as a catalyst, and carrying out hydrogenation reaction to generate methyl nonyl acetaldehyde. The synthesis method of methyl nonyl acetaldehyde has the advantages of moderate reaction conditions, high reaction selectivity and high yield.
Improvement synthetic method for methyl nonyl acetaldehyde
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Paragraph 0007, (2017/03/25)
The invention discloses an improvement synthetic method for methyl nonyl acetaldehyde.In the decarboxylation process of 3-methyl epoxy lauric acid, N,N-dimethylformamide is adopted as a solvent, para-toluenesulfonic acid is adopted as a catalyst, a reaction is promoted by adopting organic acid and organic solvents, and reduced pressure distillation is performed after the reaction is performed to obtain methyl nonyl acetaldehyde.The method is stable in technology, easy to implement, good in repeatability, high in finished product yield which is up to 93%, and capable of being used for industrially synthesizing methyl nonyl acetaldehyde.
Rhodium-catalyzed tandem isomerization/hydroformylation of the bio-sourced 10-undecenenitrile: Selective and productive catalysts for production of polyamide-12 precursor
Ternel, Jeremy,Couturier, Jean-Luc,Dubois, Jean-Luc,Carpentier, Jean-Francois
, p. 3191 - 3204 (2013/12/04)
The hydroformylation of 10-undecenenitrile (1) - a substrate readily prepared from renewable castor oil - in the presence of rhodium-phosphane catalysts systems is reported. The corresponding linear aldehyde (2) can be prepared in high yields and regioselectivities with a (dicarbonyl)rhodium acetoacetonate-biphephos [Rh(acac)(CO)2-biphephos] catalyst. The hydroformylation process is accompanied by isomerization of 1 into internal isomers of undecenenitrile (1-int); yet, it is shown that the Rh-biphephos catalyst effectively isomerizes back 1-int into 1, eventually allowing high conversions of 1/1-int into 2. Recycling of the catalyst by vacuum distillation under a controlled atmosphere was demonstrated over 4-5 runs, leading to high productivities up to 230,000 mol (2)×mol (Rh)-1 and 5,750 mol (2)×mol (biphephos)-1. Attempted recycling of the catalyst using a thermomorphic multicomponent solvent (TMS) phase-separation procedure proved ineffective because the final product 2 and the Rh-biphephos catalyst were always found in the same polar phase. Auto-oxidation of the linear aldehyde 2 into the fatty 10-cyano-2-methyldecanoic acid (5) proceeds readily upon exposure to air at room temperature, opening a new effective entry toward polyamide-12. Copyright
Preparation of imidazolidin-4-ones and their evaluation as hydrolytically cleavable precursors for the slow release of bioactive volatile carbonyl derivatives
Trachsel, Alain,Buchs, Barbara,Godin, Guillaume,Crochet, Aurelien,Fromm, Katharina M.,Herrmann, Andreas
supporting information; experimental part, p. 2837 - 2854 (2012/07/03)
Imidazolidin-4-ones are suitable in practical applications as hydrolytically cleavable precursors for the controlled release of fragrant aldehydes and ketones. The corresponding profragrances were prepared by treating aliphatic carbonyl compounds with commercially available amino acid amines in the presence of a base to yield mixtures of diastereomers. The two diastereomers isolated from the reaction of glycinamide hydrochloride with (-)-menthone were separated by column chromatography. The absolute stereochemistry of the isomers was determined by NMR spectroscopy and confirmed by X-ray single crystal structure analysis. Under acidic conditions and in protic solvents, the two diastereomers slowly isomerized without releasing the ketone. The hydrolysis of the precursors was investigated by solvent extraction from buffered aqueous solutions and a cationic surfactant emulsion, as well as by dynamic headspace analysis after deposition onto a cotton surface. Generally, ketones were shown to be more readily released than aldehydes. Increasing the size of the substituents at C-5 decreased the rate of hydrolysis in solution and on the cotton surface. Glycinamide-based imidazolidin-4-ones were more efficient than the corresponding oxazolidin-4-ones or oxazolidines. Neither the release rates in solution, nor the hydrophobicity of the precursor structure (which influences deposition), nor the combination of these two parameters allowed easily predicting the performance of the delivery systems in application. Copyright
Synthesis of aliphatic aldehydes
Bratulescu, George
experimental part, p. 2233 - 2234 (2012/02/17)
An easy procedure for synthesis of aliphatic aldehydes has been realized in heterogeneous medium from dimethyl sulfoxide, halides and bicarbonate anions. The mixture was irradiated with microwave for a short time and lead to desired products. A number of aliphatic aldehydes were obtained in mild conditions with a good yield.
Synthesis of Aldehydes by Ozonolysis of Secondary Allyl
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Page/Page column 5, (2009/01/24)
The invention relates to a process for the preparation of an aldehyde from a secondary alcohol having a double bond in the alpha position, comprising the steps. a) provision of the alcohol,b) treatment of the alcohol with ozone.
Reaction of the acetals with TESOTf-base combination; speculation of the intermediates and efficient mixed acetal formation
Fujioka, Hiromichi,Okitsu, Takashi,Sawama, Yoshinari,Murata, Nobutaka,Li, Ruichuan,Kita, Yasuyuki
, p. 5930 - 5938 (2007/10/03)
We report here unexpected highly chemoselective deprotection of the acetals from aldehydes. Treatment of acetal compounds from aldehydes with TESOTf-2,6-lutidine or TESOTf-2,4,6-collidine in CH2-Cl2 at 0 °C followed by H2O workup at the same temperature caused the conversion of the acetal functions to aldehyde functions. The reaction had generality and was applied to many acetal compounds. Study using various bases revealed the reaction and reached the best combination of TESOTf-base. It was very mild and highly chemoselective and proceeded under weakly basic conditions. Then, many functional groups such as allyl alcohol, silyl ether, acetate, methyl ether, triphenylmethyl (Tr) ether, 1,3-dithiolane, methyl ester, and tert-butyl ester could survive under these conditions. Furthermore, this methodology could selectively deprotect the acetals in the presence of ketals as the most characteristic feature, although this chemoselectivity is difficult to achieve by other previously reported methods. A detailed study of the reaction including MS and NMR studies revealed the reaction mechanism for determining the structures of the intermediates, pyridinium-type salts. These intermediates had a weak electrophilicity and were successfully applied to the efficient formation of the mixed acetals in high yields.
Precursors for fragrant ketones and fragrant aldehydes
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, (2008/06/13)
The present invention refers to fragrance precursors of formula I for a fragrant ketone of formula II and one or more fragrant aldehydes or ketones of formula III and IV, These fragrance precursors are useful in perfumery, especially in the fine and functional perfumery.
Novel smart ligand for immobilizing a highly efficient Rh-catalyst
Lee,Yoon,Young Keun Chung
, p. 1164 - 1165 (2007/10/03)
Novel highly efficient Rh-based catalysts with a good regioselectivity in olefin hydroformylation have been prepared by deliberately choosing 11-mercaptoundecanoic acid as a ligating molecule to [Rh(cod)Cl]2 (cod = cyclooctadiene) and a simple recovery process for their recycling was investigated.
Selective homologation of ketones and aldehydes with diazoalkanes promoted by organoaluminum reagents
Maruoka,Concepcion,Yamamoto
, p. 1283 - 1290 (2007/10/02)
Organoaluminum-promoted single homologation or ring expansion of ketones and aldehydes with diazoalkanes has been described, and among various organoaluminium reagents, exceptionally bulky methylaluminum bis(2,6-di-tert-butyl-4-methylphenoxide) (MAD) is found to be highly effective for the selective homologation of various ketones and aldehydes.
