332results about "Preparation from nitriles" patented technology

Novel processes for preparing optically active cyclopentanones 1

which are useful for the preparation of benzindene Prostaglandins and novel cyclopentanones are provided. The invention also provides novel processes of preparing benzindene Prostaglandins and novel intermediates for benzindene Prostaglandins.

The invention discloses a new compound and a preparation method and application thereof. The new compound is shown as a formula I.

The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect. Preparation schemes for neoisomers of other menthyl derivatives which are useful as coolants, including esters, ethers, carboxy esters and other N-substituted carboxamides are also provided.

A method for the production of 2-hydroxy-4-(methylthio)butyronitrile having good storage stability in a multi-zone reactor, is provided. 3-methylmercaptopropionaldehyde is reacted with hydrogen cyanide in the presence of a base as catalyst in a main reaction zone of the multizone reactor to form a reaction mixture comprising the 2-hydroxy-4-(methylthio)butyronitrile, unreacted 3-methylmercaptopropionaldehyde, the catalyst and residual amounts of gaseous hydrogen cyanide. The residual gaseous hydrogen cyanide is removed from the main reaction zone to an absorption and post-reaction zone of the reactor which comprises a mixture of 3-methylmercaptopropionaldehyde and the catalyst; and the gaseous hydrogen cyanide is further reacted with the 3-methylmercaptopropionaldehyde in the absorption and post reaction zone. A molar ratio of hydrogen cyanide to 3-(methylthio)propanal in the main reaction zone is from 0.98 to 1.03.

The invention relates to a preparation method of 2,3-diisopropyl succinate and ester compound thereof, which comprises the steps of: carrying out an oxidative coupling reaction of a 3-methyl-2-cyano butyrate compound for preparing a 2,3-diisopropyl-2.3-dicyano-diethyl succinate compound; carrying out a hydrolysis reaction and a decarboxylation reaction for preparing the 2,3-diisopropyl succinate;and further esterifying for preparing the 2,3-diisopropyl diethyl succinate compound. An intermediate of the 2,3-diisopropyl-2.3-dicyano-diethyl succinate compound and the preparation method thereof are beneficial to commercially producing 2,3-diisopropyl succinic ester which is an internal electron donor compound used capable of being used for preparing a Ziegler-Natta polypropylene catalyst. The invention can be used for the technical field of petrochemical polypropylene.

The invention relates to a method for preparing trans-aryl cyclopropanecarbonitrile with a structure shown in a formula (IV) in the specification through reaction between aryl substituted ethylene oxide and cyan substituted phosphate and further relates to a method for preparing cyclopropylamine from trans-aryl cyclopropanecarbonitrile. Trans-aryl cyclopropanecarbonitrile and cyclopropylamine are used for preparing drugs, especially ticagrelor.

The invention relates to a synthesis method of a fine chemical product 2-(4-methylphenyl)propionic acid. According to the method, para-xylene is adopted as a raw material, and a chlorination reaction is carried out, such that a compound I which is p-methylbenzyl chloride is obtained; p-methylbenzyl chloride is subjected to a nitrilation reaction, such that a compound II which is p-methylbenzyl cyanide is adopted; p-methylbenzyl cyanide is subjected to methylation, such that a compound III which is 2-(4-methylphenyl)propionitrile is obtained; and 2-(4-methylphenyl)propionitrile is subjected to hydrolysis acidification, such that a compound IV which is 2-(4-methylphenyl)propionic acid is obtained. The method provided by the invention has the advantages of short process route, low three-waste discharge, low environment pollution, no solid waste production during reaction processes, relatively low production cost, less chemical substances used during reaction processes, less raw material types, easy-to-obtain raw materials, simple operation, high yield, relatively mild process conditions, and the like.

This invention relates to a method to synthesize malonate from chloroacetic acid, which includes neutralization, cyanidation, acidification, dehydration and esterification. It has the characteristics that dilute sulphuric acid is added after dehydration so that cyanoacetic acid is hydrolyzed into malonic acid which is then esterified to obtain malonate. This invention has the advantages of low cost, easily-controlled technique and high yield.

A method for preparing a loxoprofen intermediate comprises the following steps that 1, on the presence of sodium alkoxide, benzyl cyanide and dimethyl carbonate are subjected to methylation in an organic solvent, and 2-(phenyl cyano) sodium propionate is obtained; 2, 2-(phenyl cyano) sodium propionate and dimethyl sulfate react in an organic solvent to obtain 2-(phenyl cyano) methyl propionate; 4, 2-(phenyl cyano) methyl propionate reacts under the alkaline condition to obtain 2-phenyl propionitrile; 4, 2-phenyl propionitrile is hydrolyzed under the alkaline condition, acid is added for acidizing after the reaction to obtain 2-phenylpropionic acid; 5, 2-phenylpropionic acid, hydrobromic acid and paraformaldehyde are mixed and subjected to a bromine methylation reaction under the acidic condition, and 2-(4-tribromomethyl phenyl) propionic acid is obtained.According to the method, a new synthesis route is designed, product selectivity is good, the purity is high, the conversion rate is high, and few by-products are generated; the raw materials are simple and easy to obtain, the production conditions are mild, the process is simple, production cost is low, and pollution is small.

The invention discloses a functionalized column aromatic hydrocarbon derivative and a preparation method thereof. The functionalized column aromatic hydrocarbon derivative comprises an X unit, a Y unit and a Z unit, wherein the X unit is shown in a formula (I), the Y unit is shown in a formula (II), the Z unit is shown in a formula (III), and the six-membered rings of the X unit, the Y unit and the Z unit all have two para-position substituents and four unsubstituted positions; the formulas are as shown in the specification, each unit is connected through CH2 groups to form a ring-shaped structure, and each unit is connected with the other two adjacent units in a para-position manner at an unsubstituted position; and the formed ring-shaped structure is the functionalized column aromatic hydrocarbon derivative. Cyano groups, carboxyl groups and oxime are directly connected to the benzene ring monomer of the column aromatic hydrocarbon, so that the method for functionalizing the column aromatic hydrocarbon is expanded; and the connected groups can effectively change the electronic environment of the column aromatic hydrocarbon rings, so that the functionalized column aromatic hydrocarbon derivative has wide application in the fields of supramolecular host-guest identification and the like.

The invention discloses a preparation method of 2-phenylpropionic acid. The method comprises the following steps: stirring and reacting styrene and hydrochloric acid solution with the mass concentration of 20-30% used as raw materials for 8-14 hours at the temperature of 30-40 DEG C, standing and layering, water-washing an oil layer to obtain alpha-chloro-ethylbenzene, and further sequentially performing cyanidation and hydrolysis on alpha-chloro-ethylbenzene so as to prepare 2-phenylpropionic acid. The method adopts styrene as the raw material for direct chlorination, thereby reducing the reaction steps, being easy to control the conditions and being simple in equipment; and furthermore, the obtained product is stable in quality and high in purity, and the benefits are significantly improved.

It is an object of the present invention to provide an inexpensive and efficient industrial method for obtaining (S)-2-pentanol, (S)-2-hexanol, 1-methylalkyl malonic acid and 3-methyl carboxylic acid at a high optical purity. The present invention provides a method of producing (S)-2-pentanol or (S)-2-hexanol which comprises allowing certain types of microorganisms or transformed cells, a product obtained by treating said microorganisms or cells, a culture solution of said microorganisms or cells, and/or a crude purified product or purified product of a carbonyl reductase fraction obtained from said microorganisms or cells, to act on 2-pentanone or 2-hexanone.

The invention discloses a method for preparing a carboxylic acid compound by promoting rapid hydrolysis of cyan. Under the alkaline condition, cyan undergoes a hydrolysis reaction under the catalytic action of an iodine ion-containing compound, so that the carboxylic acid compound is generated. The method comprises the following steps of: 1) dissolving an alkaline compound or carbonate in water to obtain an alkaline solution; 2) adding an iodide into the alkaline solution, stirring for dissolving, and adding a cyan compound to perform a hydrolysis reaction; 3) cooling to the room temperature, adding sulfuric acid, and filtering after crystals are fully separated out to obtain a solid; 4) dissolving the solid in deionized water, and extracting with absolute ether; and 5) drying extract liquor, and removing diethyl ether by distilling to obtain the carboxylic acid compound. The invention has the advantages of simple process, low reaction temperature, reaction in the conventional heating device, easiness in implementing, short required reaction time, yield of up to 60 to 99 percent, and great improvement on production efficiency.

The invention relates to a synthetic method for loxoprofen, in particular to a novel synthetic method of key intermediate2-anisacetone of loxoprofen. The method comprises the following steps: taking methylbenzyl cyanide as an initial material to generate alpha-methylation with dimethyl carbonate in an alkaline environment so as to generate alpha-methyl-methyl phenylacetonitrile, and hydrolyzing the alpha-methyl-methyl phenylacetonitrile in alkaline water to obtain the 2-anisacetone. The method provided by the invention has the advantages of simplicity, easiness in control and small waste water amount. Moreover, the synthesized 2-anisacetone is high in purity and stable in quality, which lays a good foundation for synthesizing the high-purity loxoprofen.

The invention provides a preparation method of 2, 4, 5-trifluoro-benzyl chloride. The preparation method of the 2, 4, 5-trifluoro-benzyl chloride comprises the following steps of: adding sulfuric acid solution with hydrogen chloride gas and sulphuric acid concentration being 80-95 percent into 1, 2, 4-trifluoro-benzene and paraformaldehyde so as to be used as a chlorinating agent, and carrying out chloromethylation reaction to obtain the 2, 4, 5-trifluoro-benzyl chloride. The invention also provides a preparation method of 2, 4, 5-trifluoro-phenylacetic acid. The preparation method of the 2, 4, 5-trifluoro-phenylacetic acid comprises the following steps of: adding the sulfuric acid solution with the hydrogen chloride gas and the sulphuric acid concentration being 80-95 percent into the 1, 2, 4-trifluoro-benzene and the paraformaldehyde so as to be used as the chlorinating agent, carrying out chloromethylation reaction to obtain the 2, 4, 5-trifluoro-benzyl chloride, carrying out cyaniding reaction in organic solvent of cyaniding reagent to obtain the 2, 4, 5-trifluoro-benzyl chloride, heating and hydrolyzing the 2, 4, 5-trifluoro-benzyl chloride in acidic or alkaline aqueous solution, after the reaction is finished, and processing to obtain the 2, 4, 5-trifluoro-phenylacetic acid. According to the preparation methods, the discharging of waste liquor in a production process can be reduced, the production cost is reduced, the environmental and economic benefits are achieved, the product purity is good, and the yield is high.

The invention relates to a preparation method for 3-fluorophthalic acid. The preparation method comprises the following steps that: (I) 2,6-difluorobenzonitrile which is used as a starting material is subjected to an ammoximation reaction in an aprotic solvent to obtain 2-amino,6 -fluorobenzonitrile; (II) the 2-amino,6 -fluorobenzonitrile is subjected to a diazotization reaction and then reacts with liquid HBr to form 2- bromo,6 -fluorobenzonitrile; (III) the 2- bromo,6 -fluorobenzonitrile is subjected to a cyanation reaction in an aprotic solvent to form 3-fluorophthalic benzenedicarbonitrile; (IV) the 3-fluorophthalic benzenedicarbonitrile is decomposed in an aqueous solution of inorganic acid to obtain a target substance. The preparation method overcomes the defects of difficult preparation of raw materials, low yield of the target substance, long preparation time or/and low purity and so on in the prior art of preparing the 3-fluorophthalic acid and is capable of meeting commercial preparation requirements.

A method for preparing saturated partially fluorinated alkoxy carboxylic acids or salts thereof by treating a compound: (II), where R_f represents a fluorinated, linear or branched alkyl residue interruptible by one or more oxygen atoms, n is 0 or 1, with a Z-anion in a reaction medium comprising water and an organic solvent, where the Z-anion is selected from CN—, SCN— and OCN— or combinations thereof. A method of making partially fluorinated ethers of the general formula (I) wherein R_f is defined as above, n is 0 or 1, and Z is nitrile (—CN), azide (—N₃), thiocyanate (—SCN) or cyanate (—OCN) group, said method comprising treating a fluorinated olefin of the general formula (II) wherein the Z-anion is CN—, OCN—, SCN— or N₃₋. A compound of the general formula (I) as previously described where Z is selected from SCN, OCN and N₃.

The invention provides a process for preparing hydroxy-acetic acid which comprises, hydrolyzing hydroxyl acetonitrile aqueous solution and sulfuric acid to obtain hydroxy-acetic acid and the aqueous solution of the acidic salts of ammonium sulfate, then charging methanol into the aqueous solution for esterification, and distilling the mixture of methanol, water and hydroxy-acetic acid methyl ester, remaining the acidic salts of ammonium sulfate, then charging water into the distilled mixture for the hydrolysis of hydroxy-acetic acid methyl ester, separating methanol and obtaining crystallized hydroxy-acetic acid.

The invention discloses a synthetic method of bempedoic acid. The method comprises the following steps of: taking isobutyronitrile (ester) as a starting raw material, carrying out reaction with 2, 5-dibromopentane under the catalysis of alkali to generate 7-bromo-2, 2-dimethylheptonitrile (ester), then forming a Grignard reagent with magnesium, carrying out reaction with formate to generate 8-hydroxy-2, 2, 14, 14-tetramethylpentadecane dinitrile (ester), and finally carrying out alkaline hydrolysis and acidification to obtain bempedoic acid. The synthetic route is short, all the used raw materials are easy to obtain, the cost is low, the yield of each step of reaction is high, and the purity is high, therefore the method is suitable for industrial production.

The invention provides a method for synthesizing ibuprofen and analogues thereof. In the method, 1-halogenated-4-isobutylbenzene and cyanogen acetate derivatives are taken as raw materials for synthesizing the ibuprofen; halogenated benzene derivatives and the cyanogen acetate derivatives are taken as raw materials for synthesizing the analogues of the ibuprofen; and the raw materials for synthesizing the ibuprofen and the raw materials for synthesizing the analogues of the ibuprofen are subjected to a palladium catalyzed decarboxylation coupling reaction, a methylation reaction and a hydrolysis reaction to synthesize the ibuprofen and the analogues thereof respectively. The synthesizing method is simple, and easy to operate and has wide raw material sources and low cost, and only inorganic salt and carbon dioxide are produced in the synthesizing process, so that the method is safe and environmentally-friendly, meets the requirement of green chemistry, and is suitable for industrialized production.