78results 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 present invention discloses a method for realizing allylic C-H alkylation reaction by a LMCT process involving light-induced metal chromium. In the presence of a chromium catalyst and under the irradiation of blue light: (a) compound 1 reacts with compound 2, 4 or 6 to generate compound 3, 5 or 7; or (b) compound 8 undergoes an intramolecular reaction to generate compound 9. The present invention realizes the LMCT process involving metal chromium under light-induced conditions for the first time. The C-H alkylation method provided does not require additional photosensitizers and HAT reagents, has 100% atom economy, and the reaction can occur smoothly both intramolecularly and intermolecularly. The method provided by the present invention has the advantages of cheap and readily available reaction raw materials, simple reaction operation, wide application range of reaction substrates, easy reaction amplification, mild reaction conditions, etc., and can realize industrial production and application.

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.

The invention discloses a continuous flow preparation method of polysubstituted propargyl alcohol, which uses a microtube continuous flow reaction device and comprises the following specific steps: simultaneously conveying acetylene gas or terminal alkyne compound and an organic alkali solution into a mixer for premixing; simultaneously conveying the keto-carbonyl substrate and the flowing-out reaction liquid to a reactor to carry out an alkyne hydrogenation reaction; and carrying out gas-liquid separation on the outflowing reaction liquid, and rectifying in a rectifying tower to obtain a target propargyl alcohol product. According to the method for continuously preparing the polysubstituted propargyl alcohol by using the continuous flow reaction system, full mixing of reaction materials of each reaction unit and accurate control of the reaction can be realized by regulating and controlling pipeline parameters, the automation degree is greatly improved, the manual operation is reduced, the energy consumption cost is reduced, and the method is suitable for industrial production.

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 present disclosure relates to the field of alternative methods to form alkynols and / or acetylene alcoholates. In a first aspect, the present disclosure concerns a method comprising the steps of i) providing a mixture comprising a solvent, 1,2-dibromoethane, a carbonyl compound and an alkali hydroxide, and ii) allowing the 1,2-dibromoethane, the carbonyl compound and the alkali hydroxide to react at a reaction temperature forming a reaction mixture, wherein the solvent comprises at least 85 wt% dimethyl sulfoxide.

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.

The present invention discloses a hydrogenation catalyst, a method for preparing the catalyst, and an application thereof. The method for preparing the hydrogenation catalyst comprises: dissolving an organic ligand in a first organic solution to obtain a ligand solution; dissolving a zinc salt in a second organic solution to obtain a zinc salt solution; adding the zinc salt solution to the ligand solution under stirring to carry out a coordination reaction to obtain a crude precursor; vacuum drying the crude precursor to obtain a precursor; and calcining the precursor to obtain the catalyst. The catalyst prepared by this method is particularly suitable for the preparation of cinnamyl alcohol by transfer catalytic hydrogenation of cinnamaldehyde, has a high cinnamyl alcohol hydrogenation conversion rate and cinnamyl alcohol selectivity, and has certain cyclic stability.

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 invention relates to a preparation method of a rhodium-phosphine complex catalyst. The preparation method of the rhodium-phosphine complex catalyst comprises the following steps: providing an alcoholic solution of a bidentate phosphine ligand; in an inert gas atmosphere, sequentially dropwise adding an alcoholic solution of rhodium trihalide hydrate and a formaldehyde solution into the alcoholic solution of the bidentate phosphine ligand to obtain a premixed solution; and heating the premixed solution to a predetermined temperature, and reacting for a predetermined time to obtain the rhodium-phosphine complex catalyst. Wherein the bidentate phosphine ligand is one of molecules represented by a general formula (1): # imgabs0, R1 is selected from one of groups represented by a general formula (2.1), a general formula (2.2), a general formula (2.3) and a general formula (2.4): # imgabs1 # Ar1, Ar2, Ar3 and Ar4 are all aryl groups. The method is simple and easy to operate, the problem of tedious process does not exist, and the high yield of about 95% is achieved.

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.

Process for the ruthenium-catalysed hydrogenation of aldehyde acetals.

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 provides a synthesis method and application of an arylamine and indole compound containing a hexafluoroisopropanol structural unit, and the synthesis method comprises the following steps: dissolving hexafluoroacetone trihydrate and an arylamine compound or an indole compound in an organic solvent to directly react for 6-48 hours at the reaction temperature of 10-100 DEG C; and after the reaction is finished, carrying out post-treatment to obtain the arylamine and indole compound containing the hexafluoroisopropanol structural unit. The method has the advantages of mild reaction conditions, simple operation, cheap and easily available raw materials, high atom economy, good functional group compatibility, wide substrate application range (can be directly used for later derivatization of some drug molecules), no waste generation, and suitableness for industrial production. The synthesized arylamine and indole compound containing the hexafluoroisopropanol structural unit can be used as an organic molecular catalyst to be applied to a hydroxydifluoroalkylation reaction of indole and difluoroacetaldehyde hemiethanol, and shows better reaction activity.

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 provides an azadiene-connected covalent organic framework polymer and a preparation method and application thereof, and belongs to the technical field of chemistry and new materials, and the structural formula of the covalent organic framework polymer is shown as a formula I or a formula II. According to the invention, two novel aza-diene coupled COFs (COF-JUL236 and COF-JLU237) with high crystallinity and high specific surface area are successfully synthesized, and by introducing an expanded pi conjugated bond aza-diene structure, not only is the light absorption range of the COF-JLUs widened, but also exciton recombination is effectively inhibited, so that the photocatalytic efficiency is improved.

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.

Process for the ruthenium-catalyzed hydrogenation of aldehyde acetals.