Method for producing geranial

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing geranial, which is used in perfumery as flavouring agents and perfumes, of a mixture of isomers geranial and neral (citral). Method is based on carrying out transformations citral in the presence of acid catalysts, preferably, Montmorillonite clay, leading to preferred expenditure neral by formation of oligomers, and indent geranial′ unaffected. Separation of geranial from the reaction mixture can be performed column chromatography or by distillation at low pressure.

EFFECT: proposed method allows to obtain an end product using simple and efficient technology on the basis of available and cheap citral.

1 cl, 5 ex

 



 

Same patents:

FIELD: chemistry.

SUBSTANCE: claimed invention relates to continuous method of obtaining branched unsaturated aldehydes, which can be used for obtaining branched alcohols or acids. method includes preparation of raw material, containing from 5 to 90 wt % of Cn aldehyde, in which n equals from 3 to 8, with raw material additionally containing from 10 to 95 wt % of solvent, interaction of raw material with resin, with resin containing acidic functional groups and not containing a metal from group VIII; reaction of mixture with resin with obtaining effluent flow, containing from 5 to 99.99 wt % of branched unsaturated C2n aldehyde and characterised by reaction selectivity constituting not less than 92%, with formation of branched unsaturated C2n aldehyde; removal of at least part of branched unsaturated C2n aldehyde from effluent flow; and optionally recirculation of part of effluent flow for re-use in raw material. Invention also relates to system for claimed method realisation.

EFFECT: elaboration of continuous method of obtaining branched unsaturated aldehydes.

12 cl, 1 tbl, 6 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a novel acyclic aldehyde having 16 carbon atoms, containing at least three branches and selected from a group consisting of: 3-ethyl-7,11-dimethyldodecanal, 2,3,7,11-tetramethyl-dodecanal, 7,11,-dimethyl-3-vinyldodeca-6,10-dienal and 4,8,12-dimethyltrideca-4,7,11-trienal, to a composition of substances suitable for use as starting material for producing surfactants and containing at least one of the disclosed acyclic aldehydes, to a composition of detergent alcohols, suitable for producing a composition of surfactants and containing at least one acyclic alcohol converted from the disclosed acyclic aldehyde, and to a surfactant composition suitable for use in a detergent or cleaning composition and containing one or more surfactant derivatives of isomers of the acyclic detergent alcohol converted from the disclosed acyclic aldehyde. The invention also relates to versions of a cleaning composition and to versions of a method of producing an alcohol mixture for a composition of detergent alcohols.

EFFECT: improved properties of compounds.

19 cl, 10 tbl, 24 ex

FIELD: chemistry.

SUBSTANCE: invention relates to novel compounds of general formula (I)

, in which X denotes a CHO, CH2OH or CH2OC(O)R group, where R denotes a straight of branched C1-C5 alkyl chain; as well as to a synthesis method, particularly synthesis of 6,8-dimethylnon-7-enal (1) through hydroformylation of 5,7-dimethylocta-1,6-diene. The invention also relates to fragrant compositions containing formula (I) compounds. Owing to their fragrant properties, these compounds are of great interest in perfumery, particularly cosmetic products and household chemicals.

EFFECT: obtaining novel fragrant compositions.

12 cl, 7 ex

FIELD: chemistry.

SUBSTANCE: invention refers to cis/trans-citral and (iso)piperitenole processes to be then used in perfumery, household chemicals, vitamin synthesis. The process involves isomerisation of cis-trans verbenol in supercritical lower alcoholic vehicles (C1-C3) at temperature 420°C and lower. As a rule, supercritical lower alcoholic vehicles include supercritical methyl or ethyl alcohol, or supercritical 1-propanol. Commonly thermal isomerisation is ensured at temperature 280-420°C and pressure 100-120 atm.

EFFECT: high yield end products with controlled selectivity and high reaction time.

6 cl, 1 tbl, 2 dwg, 3 ex

The invention relates to an improved process for the preparation of citral, which is a mixture of CIS-and TRANS-isomers of 3,7-dimethylocta-2,6-dienes, which is widely used for the production of high-value components of perfumes and high-quality cosmetic and perfumery products, in particular lineolata, geranylacetone, linalool, geraniol, citronellol, Ivanov and so on, used in the synthesis of vitamins a and E

FIELD: chemistry.

SUBSTANCE: method consists in air oxygen oxidation of lignin, obtained by fermentative hydrolysis of wood of coniferous species or wood, affected by brown or mottled rot, with content of lignin 40-90 wt % in water-alkali medium at higher temperatures and pressure. The process is carried out in presence of catalysts on the basis of copper hydroxide with continuous supply of alkali solution into reactor for 1-150 minutes.

EFFECT: method makes it possible to reduce alkali consumption counted per a kilo of obtained vanillin, and consumption of fermentative lignin, which reduces amount of organic substance, formed as byproducts, in sewage water and improves ecological compatibility of the process.

10 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of purifying vanillin obtained from lignin oxidation products, by reacting vinillin-containing extracts with aqueous solutions sodium bisulphite, followed by decomposition of the vanillin-bisulphite derivative. The method is characterised by that the vanillin-bisulphite derivative is heated in an autoclave to 120-170°C, the vapour-gas phase is released and vanillin is extracted from the obtained mixture or solution, followed by recycling the obtained aqueous solution of sulphurous anhydride and sodium sulphate into a solution of sodium bisulphite.

EFFECT: method enables to avoid the use of sulphuric acid and alkali when purifying vanillin, widely used in food, perfume, cosmetic and pharmaceutical industry.

5 ex

FIELD: chemistry.

SUBSTANCE: present invention relates to a method of separating vanillin, which is widely used in food, perfume-cosmetic and pharmaceutical industries, from lignin oxidation products by reacting vanillin-containing extracts with aqueous sodium hydrosulphite NaHSO3 solutions. The solutions used have sodium hydrosulphite concentration of 320-400 g/l and the vanillin-hydrosulphite derivative formed is separated from excess sodium hydrosulphite solution in form of a precipitate by filtration, centrifuging or decantation.

EFFECT: method enables to cut consumption of sodium hydrosulphite and increases the distribution ratio of vanillin into the precipitate and aqueous phase from the organic phase, which reduces the volume of extracts and re-extracts when separating vanillin.

3 ex

FIELD: agents for controlling of mouse-like rodents.

SUBSTANCE: invention relates to purification of 1,3-indandione 2-acyl-derivatives which are blood anticoagulants of nondirect action useful in controlling of mouse-like rodents. Claimed method includes precipitation of 1,3-indandione 2-acyl-derivatives followed by decomposition thereof with strong acid, wherein 1,3-indandione 2-acyl-derivatives are precipitated with copper(II) salts in copper salt/1,3-indandione 2-acyl-derivative of (1.1-1.9):1, ant temperature of 40-60°C in medium of solvating organic solvent. Precipitate of copper-containing salt of 1,3-indandione 2-acyl-derivative is treated with potassium hydroxide, then with sulfur acid followed by extraction with chloroform.

EFFECT: simplified process; increased purification level.

1 tbl, 16 ex

FIELD: chemical technology.

SUBSTANCE: invention relates to the improved method for extraction of carbonyl and (or) acid compounds from the complex multicomponent organic liquid mixtures. Method involves treatment of organic liquid mixtures with sodium sulfite an aqueous solution at intensity of mechanical stirring providing formation of uniform emulsion. The content of carbonyl compounds and acids in the parent mixture to be treated is determined and treatment is carried out with 4.16-26% aqueous solution of sodium sulfite as measured 1.05-1.1 mole of sodium sulfite per 1 g-equiv. of carbonyl compound, and in exceeding of the content of acids (g-equiv.) in the parent mixture over the content of carbonyl compounds - with 1 mole sodium sulfite per 1 g-equiv. of acids and in the mass ratio of sodium sulfite aqueous solution to organic mixture = (1-2.5):(2-1) at temperature 15-30°C; if the content of acids in the parent mixture (g-equiv.) is less the content of carbonyl compounds (g-equiv.) then under control of pH value change in an aqueous phase method involves additional addition of mineral or organic acid in the amount as a difference in the content of carbonyl compounds (g-equiv.) and the content of acids (g-equiv.) in the parent charge of organic mixture per treatment at such rate that pH value of aqueous would decrease constantly but not less 6.5. This simple method provides removing both carbonyl compounds and acids being without significant limitations for the content of carbonyl compounds and acids in the parent mixture. Invention can be used in different branches of industry for treatment of compositions or for utilization of carbonyl compounds and (or) acids.

EFFECT: improved method for extraction.

5 cl, 3 tbl, 26 ex

FIELD: chemical technology.

SUBSTANCE: invention relates to the improved method for treatment of organic mixtures from carbonyl compounds and acids by their treatment with sodium sulfite. Method involves using organic mixtures comprising carbonyl compounds and carboxylic acids in the ratio = 1 g-equiv. : 1 g-equiv. or with excess of acids, or with excess of carbonyl compounds. In this case before treatment with sodium sulfite carboxylic acid is added to the parent mixture in the amount to obtain the ratio of carbonyl compounds to acids as 1 g-equiv. per 1 g-equiv. and treatment is carried out with solid sodium sulfite in beaded mill with the mass ratio of the composition charge to glass beads as a grinding agent = 1:(1-2) at the rate of mechanical mixer rotation 1440 rev/min, not less, and in dosing sodium sulfite 1.2-1.5 mole per 1 g-equiv. of carbonyl compounds or excess of acid in the presence of stimulating additive up to practically complete consumption of carbonyl compounds, or carbonyl compounds and acids. Process is carried out in the presence of sodium and potassium hydroxide and acetate and sodium nitrate also as a stimulating additive taken in the amount 1-4% of mass sodium sulfite to be added up to practically complete consumption of carbonyl compounds and acids in composition to be treated. This simple method provides high degree of purification being even in small parent content of carbonyl compounds and acids.

EFFECT: improved method for treatment.

4 cl, 3 tbl, 19 ex

The invention relates to an improved method of separation of functionalized alpha olefins from functionalized nikocevic olefins which involves the processing of raw materials containing functionalized alpha olefins and non-end functionalized olefins, which comprises: a) contacting the feedstock with a linear polyaromatic compound under conditions effective to form a reaction mixture containing adduct of a linear polyaromatic compound - functionalized alpha olefin; (b) isolation of the adduct of linear polyaromatic compound - functionalized alpha-olefin, and optionally also unreacted linear polyaromatic compounds, from the reaction mixture with receiving stream adduct functionalized alpha olefin and flow non-end functionalized olefins; (c) dissociation of the adduct of linear polyaromatic compound - functionalized alpha olefin in the above-mentioned flow of the adduct functionalized alpha-olefin obtaining linear polyaromatic compounds and compositions of functionalized alpha-olefin, and optionally, (d) the selection of the linear polyaromatic soedinitionotkannah alpha-olefins in the above-mentioned compositions alpha olefins increased compared with the concentration of functionalized alpha olefins in the feedstock, and where functionalized olefins or non-end, or alpha are compounds with at least one double bond located in the aliphatic or cycloaliphatic part of the connection, and where the olefin contains a functional group other than the C-C-unsaturation, with this functional group selected from a ketone or hydroxyl group

The invention relates to a method for producing vanillin and lilac aldehyde products of fine organic synthesis
The invention relates to the field of fine organic synthesis, namely the method of selection of vanilla and lilac aldehyde from a solution obtained by oxidation lignindegrading raw materials by extraction of the high-boiling alcohols or esters having a boiling point of more than 130oSince at pH 6-8 with further reextracting aqueous-alkaline solution at pH 10 to 14 and the release of vanillin by acidification with sulfuric acid to pH 5

The invention relates to oxygen-containing compounds, in particular to the processing of still residue of butyl alcohols production method oxosynthesis, more specifically to an improved method of processing waste products of alcohols and aldehydes by the method of propylene hydroformylation

FIELD: chemistry.

SUBSTANCE: method includes the following stages: a. hydration of lactides, where metal-catalysed heterogeneous catalysis is performed in presence of hydrogen with obtaining non-purified product, containing propane-1,2-diol, and b. dynamic kinetic separation of racemates, in which optically pure propane 1,2-diol is obtained in range ≥ 99% e.e.

EFFECT: improvement of compound properties.

23 cl, 4 tbl, 7 ex

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing (S)-(+)-3-aminomethyl-5-methylhexanoic acid (pregabalin) of formula (I) The method includes steps (a)-(g). Step (a) includes reacting alkyl ether of cyanoacetic acid CNCH2COOR (A) and isobutyraldehyde to obtain alkyl ether of 2-cyano-4-methylpentanoic acid (B) At step (b) the obtained ether (B) reacts with ethyl ether of alpha-haloacetic acid (Hal=Cl, Br, I) in the presence of a base at 10-90°C in a solvent, such as N,N-dimethyl formamide, tetrahydrofuran, 1,4-dioxane, diemthyl sulphoxide and dimethoxyethane, or without a sovent to form 4-ethyl-1-methyl-2-cyano-2-isobutylsuccinate (C) Step (c) includes hydrolysis of compound (C) under the action of a base, such as an alkali metal hydroxide, at 20-80°C, to obtain 2-cyano-2-isobutylsuccinic acid. Step (d) includes decarboxylation of the obtained 2-cyano-2-isobutylsuccinic acid in the presence of a mineral acid, e.g. sulphuric or hydrochloric acid, in an organic solvent, e.g. ethyl acetate, at 70-80°C to obtain (RS)-3-cyano-5-methylhexanoic acid. Step (e) includes separating enantiomers of the obtained (RS)-3-cyano-5-methylhexanoic acid by forming a corresponding salt with cinchonidine in an organic solvent, such as ethanol, methanol, 1,4-dioxane, ethyl acetate, tetrahydrofuran, 2-methyltetrahydrofuran, dimethoxyethane and diethylene glycol dimethyl ether, at 20-80°C, separating the cinchonidine salt of (S)-3-cyano-5-methylhexanoic acid and additional purification thereof by repeated salt formation in ethyl acetate. At step (f) the cinchonidine salt of (S)-3-cyano-5-methylhexanoic acid is treated with a mixture of ethyl acetate and diluted hydrochloric acid (1:1) at room temperature and the (S)-3-cyano-5-methylhexanoic acid (II) formed is separated from the organic layer. Step (g) includes hydrogenation of the separated optically pure (S)-3-cyano-5-methylhexanoic acid (II), which is catalysed by Raney nickel, to form (S)-(+)-3-aminomethyl-5-methylhexanoic acid (pregabalin) (I). The method is characterised by that at step (a) reaction of the alkyl ether of cyanoacetic acid CNCH2COOR, where R=C1-C4-alkyl, with isobutyraldehyde is carried out under the action of carbon monoxide at pressure of 1-200 atm and temperature of 20-200°C in a polar solvent, such as methanol, ethanol, water, 1,4-dioxane, tetrahydrofuran, acetonitrile, dimethoxyethane and diethylene glycol dimethyl ether, and the catalyst used is a cobalt, nickel, ruthenium or rhodium compound; at step (b) the base used is sodium hydride.

EFFECT: method reduces the number of steps when producing an intermediate, reduces the amount of wastes and improves environmental safety.

5 ex

FIELD: chemistry; pharmaceutics.

SUBSTANCE: invention relates to a method of producing R-beta-aminophenyl-butyric acid derivatives of formula (I) where Ar is an unsubstituted phenyl or a phenyl that is substituted with 1-5 substitutes selected from a group consisting of a fluorine atom, methyl, trifluoromethyl and trifluoromethoxy; R1 is a hydrogen atom or C1-6 alkyl; and R2 is a hydrogen atom or amino-protective group, which includes an alkoxy carbonyl or acyl, which can be used in synthesis of various chiral drugs. The method involves (1) reacting ammonium formate with unsubstituted or substituted phenyl ethyl acetoacetate to obtain an imine, then reacting the imine with a reducing agent to obtain a racemate of beta-aminophenyl-butyric acid ester; (2) reacting the racemate of beta-aminophenyl-butyric acid ester and a resolving agent, which is D-tartaric acids, diacylated with benzoyl or substituted benzyol, to obtain a salt in an alcohol solvent or in an aqueous solution of an alcohol, and crystallising the salt; and (3) hydrolysis of the salt formed from R-beta-aminophenyl-butyric acid ester and the resolving agent, with possible protection of the amino group to obtain R-beta-aminophenyl-butyric acid derivatives of formula (I).

EFFECT: method enables to obtain a compound of formula (I) with high optical purity and high output.

12 cl, 8 ex

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