57results about "Hydroxy group formation/introduction" patented technology

The present application relates to a kind of catalyst composition and its application in catalytic preparation optically active secondary alcohol, the catalyst composition includes chiral ionic bridged aryloxyalkane rare earth complex and additive, the additive is selected from one or more of pyrimidine, N,N-dicyclohexylmethylamine, 4,4'-dipyridyl.The above-mentioned catalyst composition can be used for synergistically catalyzing asymmetric borohydration of chalcone and its derivatives with pinacol borane, and show high catalytic activity and high enantioselectivity, product yield is as high as 99%, ee value can reach 84%, provide a reliable new way for the efficient, high selective synthesis of optically active secondary alcohol.

The invention discloses a method for preparing monophenol compounds from lignin. The method comprises the following steps: mixing a raw material lignin with a solvent, and carrying out a one-step hydrogenation reaction in a hydrogen atmosphere under the action of a nickel-molybdenum-based catalyst to prepare the monophenol compound, the nickel-molybdenum-based catalyst comprises metal nickel and nickel oxide, molybdenum oxide and silicon oxide. The method provided by the invention has the characteristics of low production cost, simple separation, high monophenol compound yield and the like.

The application belongs to the technical field of chemical synthesis, and specifically provides a chiral hydroxyphosphonate, a preparation method and application thereof. The chiral hydroxyphosphonate has a structure as shown in formula II: each R is independently H, an alkyl group, an alkenyl group, an alkynyl group or a halogenated alkyl group; Ar is an aromatic ring or a heteroaromatic ring; X is a bond, -O-, -N(R 1 )- 2 q , -S(=O) m -; the chiral hydroxyphosphonate is obtained by reducing an alpha phosphonate substituted benzocycloalkanone compound through an asymmetric hydrogenation method, has two chiral centers, and has a yield of up to 99% and an enantiomeric selectivity of up to 99%. The chiral hydroxyphosphonate has wide application potential and value in skin tissue soothing, repairing, anti-aging and the like.​

The application belongs to the technical field of chemical synthesis, and particularly relates to a method for asymmetrically synthesizing adjacent halogenated alcohol compounds. The cis adjacent halogenated alcohol compound is prepared through catalytic hydrogenation of asymmetric dynamic kinetic resolution of alpha halogenated ketone. The method has mild reaction conditions, excellent enantiomer and diastereomer selectivity, high efficiency and good yield, and has good application prospect.

[Abstract] [Problem] To provide a method for producing a dealkoxyphenylation product with high yield from a substrate, e.g., a sugar, which is bonded to an alkoxyphenyl group through an oxygen atom. [Solution] A substrate that is bonded to a phenyl group substituted by a C1 to C5 alkoxy group at a para- or ortho-position through an oxygen atom is reacted with a λ3-iodane in a fluorous alcohol and water, whereby a dealkoxyphenylation product can be obtained with high yield under mild conditions.

A method for producing a higher alcohol from a waste plastic feedstock is disclosed, comprising: (a) providing a hydrocarbon feed stream comprising a pyrolysis oil feed obtained from pyrolysis of plastic waste, wherein the pyrolysis oil comprises at least 20 wt % higher olefins with a carbon number in the range C5-C20, based on its total hydrocarbon content; (b) contacting the hydrocarbon feed stream with synthesis gas under hydroformylation conditions in the presence of a hydroformylation catalyst and recovering a hydroformylation product; (c) subjecting the hydroformylation product to hydrogenation and / or a distillation to recover a higher alcohol product.

The application relates to the technical field of chemical synthesis, and particularly discloses a method for constructing cycloalkanol by nickel-catalyzed asymmetric hydrogenation of tri-substituted enone, and a chiral alcohol prepared by the method. The method uses alpha, beta-unsaturated ketone with different molecular structures as a substrate to construct chiral alcohol with double chiral centers, hydrogen is added to reduce the enyl group first, and then hydrogen is added to reduce the carbonyl group. In the case that the hydrogen on the carbon in the conjugated ring is replaced by different substituents, good reduction effect can be obtained. The catalyst has simple preparation mode and stable performance, and good chiral selection effect and conversion rate can still be obtained under the condition of high substrate / catalyst.

The application discloses a novel zirconium-nitrogen coordination polymer catalyst, which has a porous structure and is prepared by a coordination self-assembly method at normal temperature from zirconium ions and non-cyclic nitrogen-containing organic ligands, only introduces Lewis acid-base sites, and does not introduce Brønsted acid sites. The presence of the Lewis acid-base sites can efficiently catalyze MPV transfer hydrogenation reaction of biomass-based aldehyde ketone compounds, the absence of the Brønsted acid sites can avoid side reactions such as etherification and acetalization, and the porous structure can greatly promote the mass and heat transfer processes during the reaction, and the synergistic effect between them further improves the yield and selectivity of the target product.

The present disclosure relates to a method for olefin oxygen oxidation, comprising the following steps: contacting an olefin compound with a catalyst under oxygen condition to perform an oxidation reaction; the catalyst is a composite catalytic material, the composite catalytic material comprises a framework heteroatom molecular sieve and a metal element M dispersed in the intracrystalline of the molecular sieve; the framework heteroatom molecular sieve is a molecular sieve in which at least part of silicon in a full-silicon molecular sieve framework is replaced by a heteroatom element Q, and the heteroatom element Q is selected from one of titanium, boron, zirconium, aluminum, tin, phosphorus and germanium. The method uses a metal-containing multi-level porous heteroatom molecular sieve for olefin oxygen oxidation reaction, and high conversion rate of olefin and high selectivity of ketone and dihydroxyl compound can be obtained under relatively mild conditions.

This invention discloses a chiral monophosphine ligand, its preparation method, and its application in asymmetric synthesis. The ligand preparation method involves mixing an N,N',1,2-tetrasubstituted ethane-1,2-diamine compound, phosphorus trichloride, triethylamine, and solvent under a nitrogen or argon atmosphere at -80 to -70°C, and reacting at 60 to 80°C for 6 to 8 hours. The resulting reaction mixture is then cooled to room temperature, and an alcohol, phenol, or Grignard reagent is added dropwise, reacting at 60 to 80°C for 8 to 12 hours. The resulting mixture is then post-treated to obtain the chiral monophosphine ligand. The application involves stirring a nickel catalyst, a chiral monophosphine ligand, a solvent, a diene, and an aldehyde under an argon or nitrogen atmosphere at a specified temperature for 12 to 15 hours. The mixture is then post-treated to obtain the target product. This method utilizes widely available and inexpensive raw materials, and the operation is simple, achieving high stereoselectivity and enantioselectivity in the synthesis of alcohol compounds containing chiral conjugated dienes through a one-step reaction.

The invention comprises chiral aminophosphine ligands of the formula I, iridium catalysts containing the chiral aminophosphine ligands of the formula I, of the formula II or III;, and the use of the iridium catalysts in the asymmetric hydrogenation of a compound, containing at least one prochiral keto group preparation and the formation of chiral alcohols.

The invention belongs to the technical field of organic synthesis, and particularly relates to a universal selective co-production method of monosubstituted alkynyl tertiary alcohol, which comprises the following steps: 1) adding alkali and an organic solvent into a reaction container, replacing air in the reaction container with acetylene gas, and continuously introducing the acetylene gas into the reaction container to keep the acetylene pressure in the reaction container at 0.10-0.25 MPa; 2) stirring and heating to 20-80 DEG C, dropwise adding ketone into the reaction container, and carrying out heat preservation reaction until the reaction is finished; and 3) quenching the reaction liquid, taking an organic phase material, washing, drying, and carrying out rotary evaporation concentration to obtain the target product. Acetylene and ketone are used as raw materials for co-production of the monosubstituted alkynol and the disubstituted alkynol, the yield of the monosubstituted alkynol can reach 24.86% at most, and the method is suitable for various ketone compounds and has good universality, and the process is simple to operate and easy to industrially popularize.

The application discloses a metal complex and a preparation method and application thereof. Specifically, the metal complex catalyst is prepared by complexing a chiral tetradentate ligand with a metal precursor, the catalyst can realize asymmetric hydrogenation of a ketone, and through comparison of different preparation catalyst processes, an easy-to-prepare and simple-to-operate method is determined, the metal complex catalyst prepared by the method is stable in property, has certain tolerance to water and oxygen, can greatly improve catalytic efficiency, is suitable for industrial production, has a wide substrate application range, and has important practical value and industrialization prospect.

The application provides a kind of chiral P, N, N ligand and its preparation method and application in asymmetric hydrogenation reaction. 2-diphenylphosphinyl phenethylamine is mixed with 6-phenylpyridine-2-formaldehyde, nitrogen is filled, methanol is added, the formed mixture is refluxed, after cooling, NaBH4 is added. Then, the mixture is refluxed again. Cooling, water is added, dichloromethane is extracted, anhydrous sodium sulfate is dried, after removing solvent, the desired chiral P, N, N ligand is obtained by column chromatography. The catalyst formed by the chiral ligand described in the application and Mn, Ir-, Ru- and other metal precursors has excellent catalytic activity and stereoselectivity in the catalytic asymmetric hydrogenation reaction of C=C, C=N and C=O double bond. The enantioselectivity is as high as 99% ee, and the TON is as high as 100000.

The present application relates to a kind of light-induced synthesis method of chromium-catalyzed beta-deuterated alcohol, the present application uses alpha-deuterated alkyl sulfonium salt, aldehyde as reaction raw material, chromium salt as catalyst, adds Hantzsch ester, with tetrahydrofuran as reaction solvent, under the irradiation of 400-410nm blue light, room temperature stirring reaction 12h.After reaction, a series of beta-deuterated alcohol with higher deuterium content is obtained, the reaction condition is mild, easy to operate, provides reliable experimental method for synthesis of deuterated molecule, has good industrial application prospect.

The invention relates to the technical field of organic chemical synthesis, and discloses a preparation method of a beta-aryl arylacetone compound. The chemical structural formula of the beta-aryl arylacetone compound is shown as a formula (I), the method comprises the following steps: in the presence of a protective gas, an organic solvent and a catalyst, water and a chalcone compound shown as a formula (II) are subjected to a hydrogenation reduction reaction, and a component A is sodium sulfide and / or sodium sulfide nonahydrate. The preparation method provided by the invention has the advantages of mild reaction conditions, high yield, simplicity and convenience in operation, no need of metal and the like.

The invention belongs to the technical field of organic synthesis, and particularly relates to a synthetic method of a chlorinated alcohol compound. The method comprises the following steps: adding an acetonitrile solution of a compound 1 into 1, 1, 2, 2-tetrachloroethane in a nitrogen atmosphere, then adding tert-butyl hydroperoxide, alkali and trimethylsilyl cyanide, stirring at room temperature, heating, stirring and reacting, removing a solvent under reduced pressure after the reaction is completed, and then performing silica gel column chromatography on a crude product to obtain a product, namely the chlorohydrin compound. According to the synthesis method disclosed by the invention, by regulating and controlling reaction conditions and optimizing raw material selection, the yield of the chlorinated alcohol compound is effectively improved, the atom economy is improved, the raw materials are efficiently utilized, and the emission of wastes is reduced.

The invention provides a thioether covalent organic framework material as well as a preparation method and application thereof, belongs to the technical field of photocatalysts, and can solve the ubiquitous problems of difficulty in catalyst recovery, high cost of noble metals, possibility of causing metal pollution and relatively high energy consumption existing in an existing photocatalytic system. The thioether covalent organic framework material has a structural formula shown in the specification. The thioether covalent organic framework material can be used as a photocatalyst to be applied to green and efficient conversion of arylboronic acid into phenolic compounds.

The invention provides a novel green and efficient method for defluorination hydroxylation of a carbon-fluorine bond of polyfluorinated aromatic hydrocarbon. According to the method, the selective carbon-fluorine bond activation and hydroxylation reaction of the polyfluorinated aromatic hydrocarbon is realized by taking sodium hydroxide which is low in price and easy to obtain as an accelerant under the mild condition without participation of transition metal. In addition, the method has the characteristics of mild conditions, good functional group tolerance, simple post-treatment, green steps, low pollution, high economic benefits and the like.

The present invention relates to a hydrogenation catalyst, and more particularly to a hydrogenation catalyst that enables high selectivity and conversion in a hydrogenation reaction that converts a carboxylic acid functional group, an aldehyde functional group, or a ketone functional group into an alcohol functional group.

The invention discloses an M-POPs catalyst and a preparation method and application of the M-POPs catalyst in catalyzing alpha, beta-unsaturated aldehydes to generate unsaturated alcohols, and the preparation method of the M-POPs catalyst comprises the following steps: adding a porous organic polymer monomer, a metal carbonyl complex and a solvent into a reaction kettle, heating to 120-180 DEG C, and reacting for 4-12 hours; filtering to obtain filter residues, washing and drying to obtain the M-POPs catalyst. The M-POPs catalyst disclosed by the invention is easy to prepare, low in price and easy to recycle; the catalyst has good alpha, beta-unsaturated aldehyde selective transfer hydrogenation catalytic activity and stability; the method is mild in preparation condition, low in equipment requirement and suitable for industrial production. The M-POPs catalyst disclosed by the invention is mild in catalysis condition, green, efficient, simple to operate, low in cost and suitable for industrial production.

Processing ultramafic rock and uses thereof are described herein to manufacture hydrocarbon and / or alcohol compounds derived from the reaction of organic acids, ultramafic rock, and hydrogen (H2). In one aspect, a method of manufacture of at least one hydrocarbon, at least one alcohol, or a mixture of alcohols and hydrocarbons by selecting and mixing together at least one organic acid, ultramafic rock, and an aqueous solution. The inventors have found that by mixing together these compounds, a reaction takes place resulting in the formation of hydrocarbon and / or alcohol compounds from ultramafic rock.

The invention discloses a method for synthesizing dialkyl substituted chiral alpha-hydroxy ketone from propargyl alcohol ester, which specifically comprises the following steps of: reacting propargyl alcohol ester and acid serving as substrates and metal palladium serving as a catalyst in an organic solvent under the regulation and control of a specific chiral ligand, and adding alkali for treatment after the reaction is finished to obtain optically pure (88-97% ee) alpha-hydroxy ketone. The product provided by the invention is carbonyl alpha-position chiral secondary alcohol with a chain structure, and has a dialkyl substituted structure with high regioselectivity; the catalyst and the ligand are wide in source, and the substrate is cheap and easily available; and the method has excellent enantioselectivity and good functional group compatibility, can be suitable for structural modification of bioactive molecules and intermediates, and is a simple and efficient asymmetric catalysis strategy for synthesizing the dialkyl substituted chiral alpha-hydroxy ketone.

The invention discloses a method for preparing vicinal diol, which comprises the following steps: carrying out contact reaction on raw materials containing olefin, an oxidant and halogenated alcohol in the presence of a titanium silicalite molecular sieve catalyst and a hydration catalyst to obtain a vicinal diol-containing product, and has the advantages of mild reaction conditions, simple operation process and high yield. The method has the characteristics of high oxidant conversion rate and effective utilization rate, high vicinal diol selectivity and low product separation energy consumption.

This invention relates to the field of selective hydroxylation technology for aromatic compounds, specifically to a boron-mediated hydroxylation method for 1-phenylpyrazole compounds, comprising the following steps: under the action of boron trihalide, a base, and an oxidizing agent, the 1-phenylpyrazole compound represented by formula (I) undergoes a C-H bond borination reaction with boron trihalide, followed by an oxidation reaction to obtain the compound represented by formula (II); wherein, R 1 and R 2 Individually selected from hydrogen, C1-C6 alkyl groups, phenoxy groups, N,N-dimethyl groups, halogens, thiophene groups, and C6-C6 groups respectively. 14 Any of the aryl groups. This invention does not use any metal catalysis. By coordinating boron tribromide with the directing group pyrazole, the 1-phenylpyrazole substrate first undergoes a C-H bond borylation reaction, and then, under the action of an oxidant, a series of 1-(2-hydroxy)-1H-pyrazole compounds are obtained. This method is efficient, low-cost, and environmentally friendly.

This invention discloses a method for synthesizing organic peroxides from carboxylic acids using visible light catalysis, belonging to the field of organic synthesis technology. The method includes: mixing carboxylic acid with an organic photocatalyst, tert-butyl hydroperoxide, an organic base, and a solvent; applying visible light; and conducting a carboxylic acid decarboxylation and peroxidation reaction under visible light excitation to obtain the organic peroxide. In this method, the organic photocatalyst becomes excited under light irradiation; the inexpensive and readily available carboxylic acid is converted to a carboxylate under the action of the organic base; the carboxylate is then oxidized and decarboxylated by the excited-state photocatalyst to generate a free radical, which couples with a peroxide free radical to obtain the organic peroxide product. This method uses the more inexpensive and readily available carboxylic acid as the reactant, and tert-butyl hydroperoxide simultaneously serves as both the oxidant and the peroxide source, resulting in high atom economy; the preparation process uses green and clean energy, visible light, and is simple to operate; the product yield is high and it is easy to separate and purify, making it highly valuable in organic synthesis.

The application discloses industry scalable methods of using bifunctional bidentate pyridone-carboxylic acid ligands, such as 2-methyl-2-(6-oxo-1,6-dihydropyridin-2-yl)propanoic acid, that enable room-temperature Pd-catalyzed C—H hydroxylation of a broad range of benzoic and phenylacetic acids with an industry-compatible oxidant, aqueous hydrogen peroxide, at room temperature. Further disclosed are methods of derivatization of the resulting hydroxylation products, synthesis of polyfluorinated natural products coumestan or pterocarpene from phenol building blocks, and hydroxylation of ibuprofen using this methodology,

The present invention relates to an improved chromium-free Cu-Al catalyst for the hydrogenation of carbonyl groups in organic compounds, characterized in that the catalyst contains a proportion of zirconium in an amount of 0.5% to 30.0% by weight. The present invention additionally also relates to the preparation of the catalyst and to the use thereof in the hydrogenation of carbonyl groups in organic compounds.