36 results about "Cyclohexenone" patented technology

The invention belongs to the technical field of preparation of herbicides, and particularly relates to a preparation method of tralkoxydim. The preparation method comprises the following steps: carrying out ethylation reaction on 3-hydroxy-5-(2, 4, 6-trimethylphenyl)-2-propoximido-cyclohex-2-ene-1-ketone and halogenated ethane under an alkaline condition, so as to prepare tralkoxydim. According to the method, the use of ethoxyamine hydrochloride or ethoxyamine in the traditional process is innovatively avoided, the raw material cost is reduced, the ethylation reaction is carried out by using halogenated ethane, the reaction raw materials are cheap and easy to obtain, meanwhile, single sodium / potassium halide wastewater is produced, the wastewater treatment process is greatly simplified, meanwhile, the generation of carnallite wastewater and carnallite-containing solid waste is eliminated, and the method is suitable for industrial production. The method has the advantages of environmental protection, economy and simple process, and is suitable for industrial large-scale production.

An object of the present disclosure is to provide a crystalline form of 3-(15-methoxypentadecyl)-2, 4, 4-trimethylcyclohex-2-en-1-one, the crystalline form having excellent stability and being preferable in terms of production. The present disclosure provides a crystalline form having characteristic peaks at diffraction angles) (2θ+0.2° of 7.0°, 14.0°, 17.5°, 19.5°, 21.0°, 23.7°, and 24.8° in a powder X-ray diffraction spectrum (CuKα).

The invention discloses a preparation method of galanthamine and an intermediate thereof, and belongs to the technical field of organic chemical synthesis. The chemical structural formulas of the intermediates for synthesis of galanthamine are as shown in formulas (I)-(IV). According to the invention, 2-cyclohexenone, acrylic ester, 3-hydroxy-2-halo-4-methoxybenzaldehyde and the like are used as starting raw materials, and the intermediate required for preparing the galanthamine is synthesized in sequence through a plurality of reactions such as Sentian-Bellies-Hilmann reaction, Corey-Barksh-Chai-field reaction, Mitsunobu reaction and the like; and then the galanthamine is synthesized by using the intermediates. The synthesis method is low in raw material and reagent price, low in production cost, short in synthesis route, easy and convenient to operate, high in yield and suitable for large-scale production, and the problems that an existing galanthamine synthesis process is complex, high in cost, low in yield and the like are solved.

The invention discloses a desaturase TgDH. The desaturase TgDH has an amino acid sequence as shown in SEQ ID No. 2 or SEQ ID No. 3. The desaturase TgDH is used as a biocatalyst, and the chiral ketene compound can be synthesized with high yield and high stereoselectivity. A catalytic asymmetric technical route of the enzyme is mild in reaction condition, environment-friendly and high in selectivity, the catalyst is cheap and easy to obtain, separation and purification are simple and convenient, the optical purity is greater than 99% ee, and the actual separation yield (77%) is relatively high. The invention discloses a method for asymmetrically synthesizing a chiral 4-substituted cyclohexenone compound, which takes a 4-substituted cyclohexanone compound as a substrate, takes desaturase TgDH or whole cells containing the desaturase TgDH as a catalyst and reacts in a solvent to obtain the chiral 4-substituted cyclohexenone compound.

The application belongs to the technical field of chemical synthesis, and particularly relates to a synthesis method of 2-aryl-2-cyclohexanedione enol ester compounds. The method uses a transition metal complex as a catalyst, and uses a phenyl boronic acid compound and an iodine onium compound as raw materials, first synthesizes a 3-hydroxy-2-aryl-2-cyclohexenone compound, and then synthesizes the 2-aryl-2-cyclohexanedione enol ester compound through acylation. The reaction condition is mild, no additional additives (such as alkali-sodium acetate, expensive silver salt-silver acetate, etc.) need to be added, the C-C bond can be efficiently and quickly constructed, the 2-aryl-2-cyclohexanedione cyclization derivative is obtained, the reaction operation is simple, the reaction time is short, the method has high efficiency and high safety, the substrate range is wide, the functional group tolerance is good, the method conforms to the concept of green chemistry and high atomic economy, and is very suitable for large-scale industrial production.

The invention relates to the technical field of cyclohexenone synthesis, in particular to a catalyst for cyclohexenone synthesis through cyclohexene oxidation as well as a preparation method and application of the catalyst. For the reaction of synthesizing cyclohexenone through catalytic oxidation of cyclohexene, most catalytic systems are difficult to realize high conversion rates (gt; 70%) and high selectivity (gt; 60%). Aiming at the technical problems, the invention provides the catalyst for synthesizing cyclohexenone by oxidizing cyclohexene, the catalyst is formed by loading a metal active component on the surface of a SiC carrier or loading the metal active component on the surface of an amino-modified SiC carrier, and the catalyst takes SiC or amino-modified SiC as a carrier to load an Au metal active component. The Au nano-particles loaded on the surface can be well dispersed and stabilized, excellent activity and selectivity are shown in the cyclohexene oxidation process with oxygen as an oxidizing agent, after the cyclohexene oxidation reaction is finished, the highest conversion rate of cyclohexene can reach 80% or above, and meanwhile the highest selectivity of cyclohexenone can reach 70% or above.

A first aspect of the invention relates to a mixture comprising 2,4- toluene diamine and 2,6-toluene diamine and comprising less than 10 weight-ppm of an amino methyl cyclohexenone compound of formula (I) based on the total weight of the mixture being 100 weight-%. In a second aspect, the invention is directed to a method for controlling a hydrogenation process for preparing toluene diamine (TDA) from dinitrotoluene (DNT), said TDA having a boiling temperature range BTRTDA with a lower boiling temperature limit value TTDA(L) and an upper boiling temperature limit value TTDA(U). A third aspect relates to a mixture comprising at least 2,4- toluene diamine and 2,6-toluene diamine obtained or obtainable from the method according to the second aspect. A fourth aspect of the invention is directed to a use of the mixture according to the first aspect of the invention or of the mixture of the third aspect of the invention for the preparation of toluene diisocyanate (TDI). In a fifth aspect, the invention relates to a process for preparing toluene diisocyanate (TDI) comprising: (I) Providing a mixture according to the first aspect of the invention or of the mixture of the third aspect of the invention; and (II) Phosgenation of the mixture provided in (I), thereby obtaining TDI.

This invention discloses a method for the catalytic hydrolysis of 3,3'-oxybis(cyclohexane-2-en-1-one) using carbon materials. Under the action of a bio-carbon-supported potassium-magnesium oxide catalyst rich in strongly basic sites, 3,3'-oxybis(cyclohexane-2-en-1-one) undergoes a hydrolysis reaction to produce 1,3-cyclohexanedione. The raw material 3,3'-oxybis(cyclohexane-2-en-1-one) is a byproduct of the resorcinol process for preparing 1,3-cyclohexanedione, and is inexpensive and readily available. The catalytic hydrolysis of 3,3'-oxybis(cyclohexane-2-en-1-one) to produce 1,3-cyclohexanedione achieves value-added processing of byproducts from the CHD industry, reduces solid waste generation, lowers the production cost of 1,3-cyclohexanedione, and has significant socio-economic benefits.

The invention discloses an asymmetric synthesis method of bicyclo [2.2. 2] octane-2, 5-diketone, which comprises the following steps: taking 2-cyclohexene-1-ketone as a reaction substrate to react with triphenylchlorosilane, reacting the obtained intermediate 1 with trifluoroethyl acrylate under the action of a pre-catalyst and trifluoromethanesulfonic acid to generate an intermediate 2, and reacting the intermediate 2 with trifluoroethyl acrylate under the action of a pre-catalyst and trifluoromethanesulfonic acid to generate the bicyclo [2.2. 2] octane-2, 5-diketone. Mixing and reacting the intermediate 2 with ethylene glycol and p-toluenesulfonic acid monohydrate to obtain an intermediate 3, reducing the intermediate 3 under the action of an organic reducing agent to generate an intermediate 4, reacting the intermediate 4 with reactants of oxalyl chloride and dimethyl sulfoxide, adding triethylamine, stirring to generate an intermediate 5, and carrying out oxidative deformylation and acid hydrolysis reaction on the intermediate 5 to obtain an intermediate 2; and reacting to generate the bicyclo [2.2. 2] octane-2, 5-diketone. The synthesis method is short in synthesis step, simple to operate and high in product generation rate.

This invention provides a recombinant acetyl-CoA carboxylase encoding gene and its applications. Mutations at positions 5374, 5229, 5335, 5336, and 5493 in the recombinant acetyl-CoA carboxylase encoding gene provided by this invention can induce more significant resistance in rice expressing this recombinant acetyl-CoA carboxylase. In particular, it shows a significant increase in resistance to seven ACCase inhibitors from three major chemically distinct classes: arbutin (APP), quizalofop-P-ethyl, quizalofop-P-ethyl, and flupyrflupyr; cyclohexenone (CHD), clethodim and clodinafop-P-ethyl; and neophenylpyrazoline (DEN), clodinafop-P-ethyl.

The invention discloses an asymmetric synthesis method of bicyclo[2.2.2]octane-2,5-dione, wherein 2-cyclohexene-1-one is reacted with triphenylchlorosilane as a reaction substrate, the obtained intermediate 1 is reacted with trifluoroethyl acrylate under the action of a precatalyst and trifluoromethanesulfonic acid, and the generated intermediate 2 is mixed with ethylene glycol and p-toluenesulfonic acid monohydrate to obtain intermediate 3, which is reduced by an organic reducing agent to generate intermediate 4, which is reacted with the reactants of oxalyl chloride and dimethyl sulfoxide, and triethylamine is added and stirred to generate intermediate 5, which is oxidative deformylation and acid hydrolysis to generate bicyclo[2.2.2]octane-2,5-dione. The synthesis method has short synthesis steps, simple operation, and high product yield.

The application discloses a method for synthesizing dibenzyl-alpha,alpha-diphenylamine compounds, and belongs to the technical field of organic synthesis. The method uses aromatic dialdehyde, 2-cyclohexenone and benzylamine as raw materials, and carries out a heating reaction in an organic solvent in the presence of titanium tetrachloride. After the reaction is completed, an N,N'-dibenzyl-substituted dibenzyl-alpha,alpha-diphenylamine intermediate is separated and purified. The intermediate is subjected to hydrogenation and debenzylization by using Pd-C / H2, and after separation and purification, the dibenzyl-alpha,alpha-diphenylamine compound is obtained. The preparation process is mild and simple, and the problems of low chemical selectivity and low regioselectivity in traditional synthesis are avoided. In addition, the aryl compatibility of the aromatic dialdehyde is good, and the atomic economy is high, thereby providing raw material support for new drug screening and monomer synthesis of organic functional materials.

The present invention relates to a method for synthesizing 3-amino-2-cyclohexene-1-one and its salts. Specifically, a diol is used as the solvent of the reaction system, and 5-oxohexanenitrile is used as the raw material. A cyclization reaction occurs under the action of a base. The diol is preferably a pinacol-type di-tert-alcohol (such as 3,4-dimethylhexane-3,4-diol, 2,3-dimethyl-2,3-butanediol, 3,4-diethyl-3,4-hexanediol, etc.), more preferably R1 = R2 = R3 = R4 (such as 2,3-dimethyl-2,3-butanediol, 3,4-diethyl-3,4-hexanediol, 1,1,2,2-tetraphenylethane-1,2-diol, etc.), and even more preferably 2,3-dimethyl-2,3-butanediol (R1 = R2 = R3 = R4 = CH3).

The invention belongs to the technical field of product purification and organic synthesis, and particularly relates to an m-toluenediamine composition, a purification method of m-toluenediamine and application of m-toluenediamine. Through repeated research, the applicant finds that m-toluenediamine, 4-methyl-5-amino-1-cyclohexene-1-formaldehyde and 4-methyl-5-amino-2-cyclohexene-1-ketone can be subjected to a Schiff base reaction under the catalytic action to generate Schiff base tar, and then m-toluenediamine and 4-methyl-5-amino-2-cyclohexene-1-ketone are removed from m-toluenediamine in the form of heavy components; the contents are respectively reduced to below 50ppm; the purified m-toluenediamine is used for preparing crude TDI, the purity of the TDI product obtained through rectification and purification can reach 99.99 wt% or above, and the content of chlorine-containing impurities such as hydrolyzed chlorine is lower than 5 ppm. The polyurethane flexible foam prepared by adopting the TDI provided by the invention has the advantages that the foam hole structure is fine and smooth, the comfort level of a user is obviously improved, and the content of free monomers and volatile VOCs (Volatile Organic Compounds) is obviously reduced.

The invention belongs to the technical field of compound separation and preparation, and particularly relates to a method for separating antioxidant components from schizonepeta fordii essential oil. According to the present invention, n-hexane-ethyl acetate-methanol-water with a volume ratio of 19: 1: 19: (0.99-1.01) is adopted as the two-phase solvent system in the high-speed counter-current chromatography, such that a variety of the antioxidant components, such as 1-octylene-3-ol, alpha-terpineol, piperonone, methyl cyclohexenone, menthone and pulegone, can be effectively separated from the schizonepeta leaf essential oil.

The invention relates to a photo-initiated synthetic aminophenol compound method and application, and belongs to the technical field of organic synthesis. The synthesis method comprises the following steps: deprotonating a 1-hydroxybenzotriazole compound under an alkaline condition, and carrying out cracking reaction under the excitation of visible light to generate a high-activity biradical intermediate which is unstable and can be rapidly tautomerized into a more stable nitrosobenzene anion intermediate; the intermediate further reacts with cyclohexenone substances to synthesize the aminophenol derivative in one step. The method is simple and efficient, simple and convenient to operate, free of transition metal and additional oxidizing agents, simple and easily available in raw material reagent, high in product yield and capable of realizing large-scale synthesis, and a new method is provided for rapidly synthesizing the aminophenol compound. The synthesized aminophenol compound has good antibacterial activity, and especially has huge potential in the aspect of preventing and treating anthracnose of tea trees.

The invention relates to silicon-containing three-dimensional center silacyclohexenone skeleton borane as well as a preparation method and application thereof, the silicon-containing three-dimensional center silacyclohexenone skeleton borane has a structural formula as shown in a formula (I), and substituent groups R1 and R2 are respectively aryl or alkyl. According to the synthesis method of the compound, metal copper is used as a catalyst, and under the combined action of a chiral phosphine ligand and alkali, silacyclohexenone and a diborane compound are subjected to a hydroboration reaction to synthesize the compound. The synthesis method provided by the invention is simple to operate, mild in reaction condition, high in substrate universality, high in product yield and high in enantioselectivity. The synthesized compound is an important silicon-containing stereo center heterocyclic compound and can be widely applied to various fields of organic synthesis, medicine, material chemistry and fine chemical engineering.

The invention provides a composition for increasing medicinal herb fragrance characteristics of a low-coke cigarette as well as a preparation method and application of the composition, and the composition comprises alpha-angelica lactone, crocetin, 2-cyclohexene-1-ketone, isophorone and 2, 2, 6-trimethyl-1, 4-cyclohexanedione. The invention creatively finds that the five components, namely alpha-angelica lactone, crocin, 2-cyclohexene-1-ketone, isophorone and 2, 2, 6-trimethyl-1, 4-cyclohexanedione are matched for use, so that the composition can be used for obtaining a cigarette specific medicinal herb aroma base module from the inherent aroma components of the cigarette, and the cigarette specific medicinal herb aroma base module can be used for preparing the cigarette specific medicinal herb aroma base module. Moreover, the harmony among the components and the richness of the whole fragrance can be kept, the fragrance connotation of the herb fragrance is enriched, and the defect that the fragrance of a synthetic spice with a single component is monotonous and stiff is overcome.

The present invention provides methods and compositions for treating or lessening the symptoms of, or preventing, an RNA virus-induced disease in a subject by a cyclohexenone compound.

The present application relates to the field of pesticides, and discloses a pesticide composition, application and herbicide, wherein the composition contains a herbicidal effective amount of component A and component B, the content weight ratio of the component A and the component B is 1:(0.5-70), the component A is a compound 168 shown in formula (I), and the component B is cyhalofop-butyl shown in formula (II); optionally, the composition further contains component C shown in formula (III). The pesticide composition and herbicide provided by the present application can overcome the defects that barnyard grass, leafflower, crabgrass, rice Lee grass and other gramineous weeds in rice fields have resistance to aryloxyphenoxypropionic acid herbicides such as cyhalofop-butyl, and can overcome the defects that the use of cyclohexenone herbicides for weed control is easy to cause phytotoxicity to crops such as rice, has obvious and excellent herbicidal effect, and has good safety to crops such as rice.

The invention discloses a method for catalyzing hydrolysis of 3, 3 '-oxybis (cyclohex-2-ene-1-ketone) by using a carbon material, and under the action of a biochar loaded potassium magnesium oxide catalyst rich in strongly basic sites, the 3, 3'-oxybis (cyclohex-2-ene-1-ketone) is subjected to a hydrolysis reaction to generate 1, 3-cyclohexanedione. The raw material 3, 3 '-oxybis (cyclohex-2-ene-1-ketone) used in the method is a byproduct of 1, 3-cyclohexanedione prepared by a resorcinol method, and is low in cost and easy to obtain. According to the method, 1, 3-cyclohexanedione is prepared from 1, 3 '-oxybis (cyclohex-2-ene-1-ketone) through a catalytic hydrolysis reaction, so that by-product value increase of the CHD industry is realized, the solid waste output is reduced, the production cost of 1, 3-cyclohexanedione is reduced, and the method has relatively high social and economic effects.

This invention discloses a method for the highly selective oxidation of cyclohexene to cyclohexenone using rare-earth-based perovskite, relating to the field of cyclohexene oxidation for cyclohexenone preparation technology. It addresses the problems of existing methods being either not environmentally friendly enough, having insufficiently mild reaction conditions, or having long reaction times. This invention involves adding cyclohexene, a rare-earth-based perovskite catalyst, and a liquid-phase reaction medium to a photoreaction tube, heating the resulting mixture to 60–80°C and maintaining the temperature, intermittently introducing oxygen as an oxidant, and reacting fully under light and stirring conditions to obtain the product. This invention is simple and convenient to operate, and can complete the catalytic oxidation in a short time under mild reaction conditions with low temperature and no pressure required. The reaction process is green and mild, with high cyclohexene conversion and high selectivity for cyclohexenone, and low production cost, making it suitable for large-scale production.

The present invention provides a simple method for synthesizing cyclohexenone derivatives from alkoxypropylene, specifically as follows: Using alkoxypropylene and α,β-unsaturated aldehyde as raw materials, first a Diels-Alder reaction occurs to obtain a dihydropyran intermediate, which subsequently undergoes hydrolysis ring-opening and Aldol condensation ring-closing to finally obtain a series of cyclohexenone derivatives. The present invention uses inexpensive and readily available alkoxypropylene and α,β-unsaturated aldehyde as starting materials. By optimizing conditions such as the catalyst and feeding ratio, the yield of the Diels-Alder reaction between the two is greatly improved, significantly superior to that reported in known literature, laying a foundation for the scale-up application of this method. Secondly, the catalyst of the present invention is novel and is in-situ prepared from phosphate ester and alkylaluminum hydride, with high catalytic efficiency and good selectivity. Finally, the conversion of the dihydropyran intermediate to cyclohexenone is achieved through a water-oil two-phase process, simplifying the process and the post-treatment process, and realizing the recycling of the acid catalyst.

The invention discloses a cyclohexenone compound as well as a preparation method and application thereof, and the compound has a structure as shown in a formula 1 and is obtained by separating and purifying a fermentation product of fungi from deep soil. The compound is obtained by adopting a deep soil fungus Sordariomyces sp.GZWMJZ-1598, fermenting in a solid-state fermentation manner, extracting, and separating and purifying a monomer, the structure of the compound is represented and confirmed by methods such as high-resolution mass spectrum, nuclear magnetic resonance spectrum, single crystal X diffraction and the like, and the compound has a wide application prospect. The cyclohexenone compound disclosed by the invention has a remarkable inhibition effect on the NO release amount of RAW264.7 inflammatory cells induced by LPS (lipopolysaccharide), and can be applied to preparation of anti-inflammatory drug preparations.

The invention belongs to the technical field of organic synthesis, and particularly relates to a green synthesis method for preparing 2-cyclohexene-1-ketone by catalyzing selective oxidation of cyclohexene. According to the invention, the problems of low selectivity in a cyclohexene oxidation process and high price and easy loss of a metal catalyst are solved, and the Pickering emulsion nonmetal catalyst SiO2 / CNx with a Janus structure is constructed by loading a layer of carbon nitride on the surface of a silicon dioxide sheet. The SiO2 / CNx is provided with hydrophilic SiO2 and a hydrophobic carbon nitride layer, so that the SiO2 / CNx can be stably adsorbed on an oil-water two-phase interface to form a stable Pickering emulsion to provide a larger reaction interface area for the reaction; rich graphite nitrogen and pyridine nitrogen sites on the carbon nitride material promote TBHP to generate superoxide free radicals and singlet oxygen, efficient and high-selectivity conversion of cyclohexene into 2-cyclohexene-1-ketone is achieved, the cyclohexene conversion rate is larger than 99.9%, the 2-cyclohexene-1-ketone selectivity is 94%, and the method has industrial application prospects.

The present invention discloses a metal-free synthesis method for aromatic amine compounds. Cyclohexenone or tetrahydro-2-naphthone compounds and various amines are used as raw materials. In the presence of a catalyst, a wide range of substrates can be selected. Compared with traditional synthesis methods, the method has the advantages of simple conditions and convenient operation because no metal catalyst is used. The yield is also relatively high (up to 90%), the pollution to the environment is small, and the method is easy to industrialize.

The invention discloses a preparation method of a cyclohexenone compound, which comprises the following steps: by taking a 2-(iodomethyl) cyclopentanone compound as an initial raw material, aryl diazonium salt as a halide ion transfer agent and an oxidizing agent and triethylamine as alkali, in an acetone solvent, generating aryl free radicals from the aryl diazonium salt; carrying out halide ion transfer and ring expansion reaction, and finally oxidizing to obtain the cyclohexenone compound. According to the method, one-step reaction is adopted, complex steps in a traditional method are simplified, efficient synthesis without a transition metal catalyst at room temperature is achieved, and the method has wide substrate adaptability, excellent reaction yield and high selectivity and shows remarkable novel advantages.

The invention relates to a weeding composition. The active ingredients of the weeding composition comprise cyclohexenone herbicides, halauxifen-methyl and metamifop. Wherein the cyclohexenone herbicide is selected from profoxydim or benzopyridone. In the weeding composition provided by the invention, the weight ratio of the three active ingredients is (0.5-2.5): (0.5-2.5): (12-24). The weeding composition provided by the invention can further comprise an agriculturally acceptable auxiliary agent and a carrier, and can be prepared into agriculturally acceptable dosage forms. The invention also relates to application and a method of the weeding composition for preventing and treating agricultural weeds.

The invention belongs to the technical field of sewage treatment, and relates to an oilfield reinjection water polymer bactericide and a synthesis method thereof. The synthesis method comprises the following steps: carrying out an addition reaction on 2-cyclohexene-1-ketone and secondary phosphine under the protection of nitrogen in the presence of an organic solvent to obtain tertiary phosphine; secondly, in the presence of a solvent, carrying out quaternary phosphonium reaction on tertiary phosphine and halogen propylene in a reflux state to obtain unsaturated quaternary phosphonium salt; finally, under the action of an initiator and a reducing agent, the unsaturated quaternary phosphonium salt and the unsaturated quaternary ammonium salt are subjected to a polymerization reaction. The bactericide is wide in raw material source and simple in synthesis process; broad-spectrum sterilization is realized; the sterilization efficiency is high; the reinjection water purifying agent has the characteristics of flocculation, reduction of suspended matters in reinjection water and further purification of water quality.

The invention relates to the technical field of thickened oil recovery and transportation, and discloses an oil-soluble viscosity reducer composition and a preparation method and application thereof, based on the total amount of the viscosity reducer composition, the composition comprises cyclohexenone compounds and thin oil; wherein the mass ratio of the cyclohexenone compound to the thin oil is (0.01-1): 1. The viscosity reducer composition contains cyclohexenone compounds and thin oil, and can reduce the viscosity of heavy oil, improve the fluidity of the heavy oil, guarantee the exploitation and transportation of heavy oil reservoirs, and realize cost-reducing and efficiency-increasing exploitation of the heavy oil reservoirs.