116 results about "Cyclopentenone" patented technology

The invention relates to a method for preparing aromatic hydrocarbon and cyclopentenone from biomass derivative gamma-valerolactone by catalytic conversion, which comprises the following steps: (1) using biomass derivative gamma-valerolactone as a raw material, which is prepared by carrying out hydrogenation reaction on levulinic acid; (2) introducing one or more transition metals into a zeolite molecular sieve, and preparing a reaction catalyst at the reaction temperature of 350-550 DEG C by using a fixed bed or fluid bed as a reactor; (3) in an inert or reducing atmosphere, carrying out contact reaction on the raw material gamma-valerolactone and catalyst under the reaction pressure of 0-10 MPa; and (4) after the pyrolysis gas is condensed, collecting the liquid product in the condensation receiver, thereby obtaining the aromatic hydrocarbon product (of benzene, toluene and xylene) and the cyclopentenone product. By using the renewable biomass derivative gamma-valerolactone as the raw material, the method has the advantage of milder reaction conditions, and the catalyst is simple to prepare and easy to recover and reuse.

The invention belongs to the technical field of cigarette spices, and particularly relates to a malt caramel-like aroma spice and an application of the malt caramel-like aroma spice to tobacco products. The spice is prepared from caramel malt serving as a raw material, and a preparing method of the spice includes the following steps of a, raw material pretreating; b, ethyl alcohol extracting; c, freezing dewaxing; d, membrane separating. A pyrazine compound, a furan compound, a furanone compound, a pyrone compound, a cyclopentenone compound and the like are rich in the malt caramel-like aroma spice, the joyful caramel-like aroma smell can be given to cigarettes, and the Chinese-style cigarette style characteristic is intensified. According to the spice, the caramel-like aroma ingredients in caramel malt are purposefully extracted, separated and enriched, and ingredients such as vegetable wax, protein and starch which are contained in malt extract and have the side effects on sense organs of tobacco products are effectively removed. The preparing technology is simple and easy to operate, the cost of the raw material is low, the production process is economic and environmentally friendly, and the malt caramel-like aroma spice is suitable for large-scale industrial production application. The application of the spice to cigarettes cannot change the original processing technology of cigarettes.

The invention provides a reagent for detecting homocysteine (HCY), which is a chromene derivate: 5-(hydroxylmethyl)-7-methyl-3, 3a-dihydrocyclopenta[b]chromen-1(2H)-one (HMMPC). The HMMPC reagent is prepared from 3-hydroxymethyl-5-methyl-salicylic aldehyde and 2-cyclopentenone in the next step at the room temperature; raw materials are cheap, the reaction condition is simple, and the scale production is easy. The invention provides a quantitative detection method for the homocysteine, which is used for quantitatively detecting the content of the homocysteine in a buffer solution of which the pH is 7.0 on account of HMMPC. In the detection method, high sensitivity and selectivity are shown on the HCY; the detection process is simple and convenient, sensitive and rapid; and the detection result is accurate.

A process for efficiently producing a 2-alkyl-2-cyclopentenone comprising reacting an amine and a hydrogen halide, which are present in a ratio ranging from 1.1:1 to 5:1, with a 2-alkylidene cyclopentanone to carry out an isomerization reaction. A process for producing a jasmonate derivative comprising reacting a 2-alkyl-2-cyclopentenone with a malonic acid diester.

The invention provides a method for synthesizing methyl dihydrojasmonate. 2-pentyl cyclopentenone is adopted as a raw material; the raw material and allyl zinc bromide are subjected to 1,4-Michael addition to form 2-pentyl-3-allyl cyclopentanone; the 2-pentyl-3-allyl cyclopentanone is oxidized by sodium periodate in the presence of a ruthenium trichloride hexahydrate catalyst to synthesize dihydrojasmonic acid; and then the dihydrojasmonic acid is esterified to form the methyl dihydrojasmonate. The raw material of the method is cheap and low in cost; the process is simple and convenient in operation; the reaction conditions are mild and easy to control; the synthesis route is short and the synthesis period is reduced greatly; and the reaction product is single, high in yield (up to 65 to 85 percent), less in environmental pollution, and environmentally-friendly.

The present invention provides the synthesis process of cyclopentadiene or substituted cyclopentadiene, and features that during the catalytic reduction reaction of producing cyclopentadiene or substituted cyclopentadiene with cyclopentenone or substituted cyclopentenone, Lewis acid is used to raise the yield of cyclopentadiene or substituted cyclopentadiene greatly and simplify the technological process.

The invention discloses a novel fluorocyclopentenone preparation method and a product thereof. The novel fluorocyclopentenone preparation method is characterized by comprising the following step: methyl tert-butyl ether, enynic ester, gold (acetonitrile)[(2-biphenyl)di-tert-butylphosphine] hexafluoroantimonate (I) and N-fluorobenzenesulfonimide are added to react, so that fluorocyclopentenone is obtained. The novel method for preparing a fluorocyclopentenone compound which is provided by the invention ensures that an enynic ester compound can be converted into the fluorocyclopentenone compound. The whole reaction is carried out under normal temperature and normal pressure, conditions are mild, and energy consumption is low. The whole reaction is carried out by utilizing a one-pot method, operation is easy, yield is high, and the purity of the product is 98 percent or more. The reaction substrate range is wide, and not only the simple enynic ester compound but also complex compounds containing natural product groups are applicable. The developed fluorocyclopentenone compound has potential bioactivity, and can become a drug by subsequent testing or modification.

The invention relates to liquid medicine for treating dermatophytosis and tinea pedis, aiming to effectively solve the problem of quick and efficient treatment of dermatophytosis and tinea pedis. A preparation method of the liquid medicine comprises the following step of: uniformly mixing 50-70 percent of active compound amino acid, 25-45 percent of vegetable acid and 3-8 percent of papain in percentage by weight, wherein the active compound amino acid is formed by uniformly mixing aspartic acid, threonine, glutamic acid, glycocoll, alanine, cystine, methionine, isoleucine, leucine, tyrosine, praline, arginine, histidine, lysine, phenylalanine, valine and water; the vegetable acid comprises acetic acid, methanoic acid, propionic acid, methyl alcohol, acetone, 2-furan aldehydes, 2-cyclopentenone, guaiacol, para-cresol, ob-cresol, o-cresol, ethyl guaiacol, furfural, flavone, maltol, vanillin and water; and the papain is papayotin. The only thing needed in the preparation of the liquid medicine is to mixing the components. The liquid medicine has reasonable matching, easy production, low cost and no toxic and side effects and is an innovation for treating the dermatophytosis and the tinea pedis.

The invention provides a preparation method of chiral 4-amino-cyclopentenone. The preparation method comprises the following steps: providing 2-furanyl shown in formula 1, aromatic amine shown in formula 2 and a catalyst CPA, wherein the CPA is phosphoric acid of 1-pyrenyl substituted chiral spiro skeleton; dissolving the aromatic amine and the CPA in a first organic solvent; cooling to 0-5 DEG C; adding a solution of a first organic solvent of 2-furanyl; and performing asymmetric intermolecular azepine Piancatelli rearrangement reaction under a condition of stirring at room temperature to obtain chiral 4-amino-cyclopentenone shown in formula 3. The obtained chiral 4-amino-cyclopentenone can be diversely prepared into chiral amino-substituted cyclopentanone, cyclopentenol, lactone and other structures through chemical conversion.

The present invention relates to a method for preparation of MLN4924 as an E1 activating inhibitor, and more specifically, to a method for efficient and stereoselective preparation of MLN4924 by means of key steps involving stereoselective reduction of cyclopentenone with isopropylidene, regioselective cleavage of isopropylidene moiety, and synthesis of cyclic sulfate.

The invention relates to a method for preparing JP-10 aircraft fuel from furfuryl alcohol. The method for preparing the JP-10 aircraft fuel from furfuryl alcohol comprises the following four reactions: reaction I, in the presence of base catalyst or in the absence of a catalyst, preparing hydroxyl cyclopentenone from a furfuryl alcohol solution through a rearrangement reaction; reaction II, performing a D-A reaction on the hydroxyl cyclopentenone and cyclopentadiene so as to generate a C10 oxygen-containing compound; reaction III, performing hydrodeoxygenation on the C10 oxygen-containing compound generated in the former step so as to obtainendo-tetrahydrodicyclotadiene; and reaction IV, isomerizing the endo-tetrahydrodicyclotadiene, thereby obtaining exo-tetrahydrodicyclopentadiene, wherein theexo-tetrahydrodicyclopentadiene can be directly used as the JP-10 aircraft fuel. The catalyst and the raw materials used in the method are cheap and easy to obtain and have relatively high activity and selectivity for rearrangement reactions of furfuryl alcohol, D-A reactions of hydroxyl cyclopentenone and hydrodeoxygenation. The invention provides a cheap and efficient synthesis method forsynthesizing JP-10 aircraft fuel from a lignocelluloses based platform compound, namely tfurfuryl alcohol.

A process for producing a crosslink-cyclized cyclopentadiene, comprising the steps of reacting a cyclopentenone with an alkali metal hydride to thereby reduce the cyclopentenone (reduction step A) into a cyclopentenol; and reacting the cyclopentenol with a dehydrating agent to thereby dehydrate the cyclopentenol (dehydration step B) into a crosslink-cyclized cyclopentadiene of the general formula (III): wherein each of R1 and R2 independently represents a hydrogen atom or a linear or branched saturated alkyl group having 1 to 6 carbon atoms, n is an integer of 3 to 10, and the broken line in the 5-membered ring denotes that the 5-membered ring has two double bonds.

This invention is a high-effective high-steroselectivity synthetic method for multi-substituted 3-cyclopentene-1-ketone. It is incldues the following steps: firstly, the derivative of 1,4-diiodo-1,3-butadiene dissolved in the solvent of ethyl ether or tetrachlorofuran reacts with n-butyl lithium or tert-butyl lithium under low temp., CO is further introduced,l quenching reaction is conducted, andthe pure product is obtained further through extracting, stripping, drying, concentrating and decontaminating. The said invented method is scientific and rational, is a most direct and most simple method, and the yield is high, and the product is easily decontaminated.

The invention discloses a method for preparing S-type cyclopentenone from a sol gel embedded immobilized enzyme. The method comprises the following steps: 1) using an organic silane reagent as a precursor to react with water under the catalysis of acid or alkali so as to generate a sol; 2) adding a buffer solution containing enzyme powder into the mixture, and mixing, keeping stand for aging, and drying the mixture to obtain the sol gel embedded immobilized enzyme; and 3) using the sol gel embedded immobilized enzyme as a catalyst to perform enantiomeric separation reaction with cyclopentenone in an organic phase so as to obtain the S-type cyclopentenone. The method is characterized in that the used lipase is Pseudomonas aeruginosa, Arthrobacter sp. and Acinetobacter sp.; the precursor is gamma-methacryloyl-oxypropyl-trimethoxysilane or alkyl-trimethoxysilane, or a mixture of the gamma-methacryloyl-oxypropyl-trimethoxysilane or the alkyl-trimethoxysilane and n-methyl silicate or ethyl orthosilicate; and the cyclopentenone is allyl alcohol ketone or propargyl alcohol ketone. The vitality, the stability, the enantioselectivity and the like of the immobilized enzyme related in the invention are significantly improved in the split reaction of the cyclopentenone.

The invention relates to a method for preparing JP-10 aviation fuel from furfuryl alcohol. The method for preparing JP-10 aviation fuel by taking the furfuryl alcohol as a raw material is totally divided into six reactions as follows: a first reaction of carrying out a rearrangement reaction on a furfuryl alcohol solution in the presence of a base catalyst or under the condition that any catalystis not added to prepare hydroxy cyclopentenone; a second reaction of reacting the hydroxy cyclopentenone and hydrogen under catalysis of a hydrogenation catalyst so as to prepare 1,3-cyclopendiol; a third reaction of dehydrating the 1,3-cyclopendiol to prepare cyclopentadiene; a fourth reaction of carrying out a D-A reaction on the cyclopentadiene to produce dicyclopentadiene; a fifth reaction ofhydrogenating the dicyclopentadiene to produce endo-tetrahydrodicyclotadiene; and a sixth reaction of performing isomerization on the endo-tetrahydrodicyclotadiene to produce hanging type tetrahydrodicyclopentadiene, wherein the prepared hanging type tetrahydrodicyclopentadiene can directly serve as the JP-10 aviation fuel. The invention provides a cheap high-efficiency synthetic method for synthesizing the JP-10 aviation fuel from a lignocelluloses-based platform chemical compound, namely furfuryl alcohol.

The invention relates to a process for the preparation, in a single step, of substituted 2-cyclopenten-1-ones by reacting a substituted enone with an aldehyde in the presence of a catalytic system. The catalytic system consists of a metal complex, such as a Ti(Cl)3(alkoxy), and a co-ingredient, such as a carboxylic acid anhydride or an anhydrous salt.

The invention provides a method for preparing 2,5-hexanedione and 3-methyl cyclopentenone from 5-hydroxymethyl furfural. The method includes the following steps that after 5-hydroxymethyl furfural, a reducing agent and a solvent are mixed, in an inert atmosphere, a hydrothermal reaction is conducted at the temperature of 100-250 DEG C; after the hydrothermal reaction is completed, the product is subjected to solid-liquid separation, and 2,5-hexanedione and 3-methyl cyclopentenone are harvested. Compared with the prior art, the method has the following advantages that a biomass derivative 5-hydroxymethyl furfural is used as a raw material for synthesizing 2,5-hexanedione and 3-methyl cyclopentenone, 5-hydroxymethyl furfural can be prepared from biomass resource lignocellulose (coming from plants widely existing in the nature), fossil energy does not need to be consumed, and global energy problems at present can be partially relieved.

The invention relates to a method for synthesizing multi-substituted cyclopentadiene and substituted indene. The method comprises the following steps of: reacting (substituted) cyclopentenone or indanone with a Grignard reagent; and then carrying out hydrolysis reaction treated with an active hydrogen atom-containing reagent. Through the method, multi-substituted cyclopentenone and substituted indene can be widely prepared. The active hydrogen atom-containing reagent is water, alcohol or phenol. Because of the improvement of the active hydrogen atom-containing reagent, the ratio of double bond products in a ring is greatly improved and the reaction controllability is greatly enhanced.

The present invention provides a method for efficiently producing a 2-alkyl-2-cyclopentenone as well as a method for producing a jasmonate derivative by using the same. That is, in the present invention, the compound (2) is obtained by reacting an amine and a hydrogen halide with the compound (1) at a specific ratio to carry out isomerization reaction or by reacting a catalyst comprising an amine and a hydrogen halide with the compound (3) to carry out dehydration-isomerization reaction. Further, this compound (2) is reacted with a malonic acid diester and then reacted with water to obtain a jasmonate derivative (5): wherein each of R1 and R2 represents H, a C1-8 alkyl group or the like, and R3 represents a C1-3 alkyl group.

The present invention relates to novel processes for preparing optically active Cyclopentenones of Formula (R)-1, which are useful for the preparation of Prostaglandins and analogs thereof. The invention also relates to novel Cyclopentenones prepared from the processes.

The invention discloses a dithiolopyrrolone compound represented by formula I or its pharmaceutically acceptable salts, wherein X1, R1, R2, R3, R4 are defined as in the description. The invention also discloses the preparation of such compounds, and the use of such compounds in preparation of medicaments for increasing peripheral white blood cells and in preparation of ancillary medicaments for inhibiting the decrease of peripheral white blood cells in radiotherapy or chemotherapy.

The invention relates to an application of a hierarchical pore molecular sieve in a the preparation process of cyclopentadiene and JP-10 aviation fuel. The hierarchical pore molecular sieve is one or two or more of an H-ZSM-5 molecular sieve, an H-beta molecular sieve, an H-Y molecular sieve, an H-USY molecular sieve, a La-Y molecular sieve and an H-MOR molecular sieve with a hierarchical pore structure, a sulfonated SBA-15 molecular sieve, a sulfonated MCM-41 molecular sieve, a sulfonated Ti-SBA-15 molecular sieve, a sulfonated MCM-41 molecular sieve, a sulfonated Zr-MCM-41 molecular sieve and a sulfonated Zr-SBA-15 molecular sieve; and the hierarchical pore structure comprises micropores and mesopores. The catalyst and the raw materials used in the method are cheap and easy to obtain, the preparation process is simple, and the hierarchical pore molecular sieve has high activity and selectivity for rearrangement reaction of furfuryl alcohol, hydrogenation reaction of hydroxyl cyclopentenone and dehydration reaction. The invention provides a cheap and efficient synthesis method for synthesizing the JP-10 aviation fuel from a lignocellulose-based platform compound furfuryl alcohol.

The invention discloses a synthetic method of methyl dihydrojasmonate or an intermediate thereof, which comprises the following steps: under the action of a supported catalyst, carrying out Michael addition reaction on 2-pentylcyclopentenone and methyl acetate or dimethyl malonate to obtain the methyl dihydrojasmonate or the intermediate thereof, the supported catalyst comprises a carrier and an active component supported on the carrier; the active component is quaternary ammonium base, and the carrier is a modified molecular sieve; the modified molecular sieve is obtained by modifying a molecular sieve with propylene glycol methyl ether acetate. According to the synthesis method, a super-strong base or strong base catalyst which is extremely unstable and has harsh reaction conditions in the prior art is replaced, reaction steps are reduced, the reaction conditions tend to be mild, and the reaction safety is improved. The invention further discloses a catalyst used in the synthesis method.

The present invention provides dithiolopyrrolone compounds of the general formula I, and their salts, wherein A is sulfur or carbon, and R1, R2, and R3 are selected from groups defined herein, and wherein when A is sulfur, then B is oxygen, and n=1 or 2, and when A is carbon, then B is oxygen or sulfur, and n=1. The compounds are useful for the prevention and treatment of microbial infections such as HIV infection, and for the treatment of blood disorders, such as neutropenia. In particular, the compounds are useful for the manufacture of medicaments for increasing white blood cells.

The invention discloses a method for preparing amyl cyclopentenone through organic solvent-free isomerization in methyl dihydrojasmonate synthesis. The method comprises: stirring and mixing p-toluenesulfonic acid and acetic anhydride in a reactor, heating to a temperature of 120 + / -2 DEG C while stirring, adding pentylidene cyclopentanone in a dropwise manner, carrying out thermal insulation stirring for 2-4 h at a temperature of 118-122 DEG C after the adding, cooling after the reaction is finished, regulating the pH value of the reaction solution to 7.5-9 by using a sodium carbonate solution, and carrying out standing layering to obtain an oil phase, wherein the oil phase is crude amyl cyclopentenone. According to the present invention, during the isomerization, no organic solvent is used so as to achieve clean and environmentally-friendly production.

The invention relates to optically active indoline cyclopentenone and its derivatives and preparation method, in particular to optically active cyclopentenone-1,3'-indoline-2-ketone and its derivatives. The preparation method is that indole-2-diazocompound and trans-2-trimethylsiloxy-4-methoxy-1, 3-butadiene are taken as raw materials, chiral rhodium carboxylic acid is used as a catalyst, and the raw materials and the catalysts are reacted for 2 to 24 hours to complete synthesis. According to the method, the yield ranges from 65% to 95%, and the optical purity of products reaches 20-99% ee. Compared with the conventional method, the preparation method has the advantages of high yield and simple preparation process.

The invention relates to an asymmetric total synthesis method for mulinane type diterpenoid natural products and analogues thereof. The method includes taking 3-isopropyl-2-ethoxycarbonyl cyclopentenone as an initial raw material; preparing optically pure chiral alcohol under the action of an iridium catalyst of a chiral spiropyridine aminophosphine ligand through an asymmetric catalytic hydrogenation method, and oxidizing the chiral alcohol into beta-keto ester; constructing a quaternary carbon center through alkylation reaction, and constructing a tricyclic system through intramolecular Friedel-Crafts reaction; and constructing a 5-6-7 tricyclic basic skeleton through Birch reduction, 1,4-conjugate addition, re-carburization and ring enlargement reaction and other reaction steps. The constructing of a carbon skeleton can be accomplished through 1,2-addition, concise and efficient asymmetric total synthesis of mulinane type diterpenoid natural products and analogues thereof can be accomplished through later transformation and modification of functional groups.

A process for producing muscone by methyl addition to the 1,4-conjugation of 2-cyclopentadecenone. By the process, muscone is produced in high yield not under reaction condition including an extremely low temperature and a low concentration but under practical condition. The process comprises subjecting 2-cyclopentadecenone to a 1,4-conjugation addition reaction with an organometallic methylation reagent in the presence of a copper or nickel catalyst and an enol anion scavenger to obtain a 3-methyl-1-cyclopentadecene derivative represented by General Formula (II) and then solvolyzing the enol moiety of the 3-methyl-1-cyclopentadecene derivative to obtain muscone.

The invention discloses a 2-trifluoromethyl-containing cyclopentenone derivative with a structure shown in a formula I and a preparation method of the 2-trifluoromethyl-containing cyclopentenone derivative. Copper cyanide, a Togni reagent, potassium carbonate and an acetylenic ketone compound are added into a reaction system, the reaction system is formed in a certain reaction environment, and after the reaction is completed, post-treatment is performed to obtain the 2-trifluoromethyl-containing cyclopentenone derivative. According to the method, carbonyl is adopted as a guiding group, a cyclopentenone ring skeleton structure is synthesized on the basis of a free radical tandem cyclization reaction strategy, construction of a series of complex 2-trifluoromethyl cyclopentenone is efficiently achieved, the reaction yield is medium to good, operation is easy, and a new way is provided for synthesis of cyclopentenone compounds.