Abstract: A 3-hydroxyadipic acid-3,6-lactone composition includes 3-hydroxyadipic acid-3,6-lactone, and 3 to 30 parts by weight of ?-hydromuconic acid with respect to 100 parts by weight of the 3-hydroxyadipic acid-3,6-lactone; and a method produces a 3-hydroxyadipic acid-3,6-lactone composition, the method including a step of heating 3-hydroxyadipic acid-3,6-lactone to obtain the 3-hydroxyadipic acid-3,6-lactone composition.

Abstract: A method relates to producing 3-hydroxyadipic acid-3,6-lactone, the method including the following steps (A) and (B): (A) a step of adding an acid to a 3-hydroxyadipic acid-containing aqueous solution to obtain a 3-hydroxyadipic acid-3,6-lactone-containing aqueous solution; and (B) a step of obtaining a 3-hydroxyadipic acid-3,6-lactone extract by bringing the 3-hydroxyadipic acid-3,6-lactone-containing aqueous solution obtained in step (A) into contact with an extraction solvent that is phase-separated from the solution.

Abstract: The present invention relates to a method of producing ?-caprolactam, the method including the following steps (A) and (B): (A) a step of reacting 5-cyanovaleramide with hydrogen in an aqueous solvent in a presence of a hydrogenation catalyst to obtain a 5-cyanovaleramide hydrogenation reaction mixture; (B) a step of heating the 5-cyanovaleramide hydrogenation reaction mixture at a temperature of 180° C. or higher and 300° C. or lower in an aqueous solvent to obtain ?-caprolactam.

Abstract: The present invention relates to a method of producing adipic acid, including a step (hydrogenation step) of reacting 3-hydroxyadipic acid-3,6-lactone with hydrogen in an aqueous solvent in a presence of a hydrogenation catalyst. The hydrogenation catalyst preferably includes one kind or two or more kinds of transition metal elements selected from the group consisting of palladium, platinum, ruthenium, rhodium, rhenium, nickel, cobalt, iron, iridium, osmium, copper, and chromium.

Abstract: A method relates to producing 3-hydroxyadipic acid-3,6-lactone, the method including the following steps (A) and (B): (A) a step of adding an acid to a 3-hydroxyadipic acid-containing aqueous solution to obtain a 3-hydroxyadipic acid-3,6-lactone-containing aqueous solution; and (B) a step of obtaining a 3-hydroxyadipic acid-3,6-lactone extract by bringing the 3-hydroxyadipic acid-3,6-lactone-containing aqueous solution obtained in step (A) into contact with an extraction solvent that is phase-separated from the solution.

Abstract: A method of producing an ?,?-unsaturated dicarboxylic acid ester exemplified by an ?-hydromuconic acid ester from a carboxylic acid ester exemplified by a 3-hydroxyadipic acid ester or a 3-hydroxyadipic acid-3,6-lactone ester, in which the selectivity for the ?,?-unsaturated dicarboxylic acid ester can be increased by subjecting the carboxylic acid ester to a basic condition of pH 8.5 to less than 13 in an organic solvent or a mixed solvent of an organic solvent and water.

Abstract: Efficient production of a carboxylic acid is provided by a method of producing a carboxylic acid, which includes the following steps (A) and (B): (A) filtering a carboxylic acid-containing fermentation broth by passing said fermentation broth through a nanofiltration membrane, to obtain a carboxylic acid-containing filtrate from the permeate side of the membrane; and (B) extracting the carboxylic acid from the carboxylic acid-containing filtrate obtained in the step (A) using an extraction solvent which undergoes phase separation with the filtrate, and collecting a carboxylic acid extract phase-separated from the aqueous phase.

Abstract: A method produces ?-caprolactam through adipamide as an intermediate, and characteristically includes a lactamization step of reacting adipamide, formed from a material compound, with hydrogen and ammonia in the presence of a catalyst containing: a metal oxide mainly containing an oxide(s) of one or more metallic elements selected from the group consisting of metallic elements of group 5 and groups 7 to 14 in the 4th to 6th periods of the periodic table; and a metal and/or a metal compound having a hydrogenation ability.

Abstract: The present invention provides a method of producing a nitrile from a primary amide, characterized in that the primary amide is subjected to a dehydration reaction in a supercritical fluid in the presence of an acid catalyst. The present invention achieves the object of reducing the corrosion of a reactor and the thermal decomposition of raw materials, as well as provides the effect of improving the reaction rate and nitrile selectivity.

Abstract: The present invention is a method of producing ?-caprolactam through adipamide as an intermediate, and characteristically includes a lactamization step of reacting adipamide, formed from a material compound, with hydrogen and ammonia in the presence of a catalyst containing: a metal oxide mainly containing an oxide(s) of one or more metallic elements selected from the group consisting of metallic elements of group 5 and groups 7 to 14 in the 4th to 6th periods of the periodic table; and a metal and/or a metal compound having a hydrogenation ability. The method can increase the selectivity of ?-caprolactam.

Abstract: A method of producing ?-caprolactam from 3-oxoadipic acid includes: step 1 of mixing at least one selected from the group consisting of 3-oxoadipic acid and salts thereof with a catalyst and a solvent in the presence of hydrogen to produce 3-hydroxyadipic acid; and step 2 of reacting the 3-hydroxyadipic acid which is a product of step 1, a salt or carboxylic acid derivative thereof, or a mixture of these with hydrogen and ammonia.

Abstract: A method for selective production of ?-caprolactam, wherein a substance inducible from a biomass resource is used as a material; the reaction process is short; ammonium sulfate is not produced as a by-product; and production of by-products is suppressed; is disclosed. The method for producing ?-caprolactam comprises the step of reacting a particular compound inducible from a biomass resource, such as ?-hydromuconic acid, 3-hydroxyadipic acid, or 3-hydroxyadipic acid-3,6-lactone, or a salt thereof with hydrogen or ammonia.

Abstract: A method for producing highly pure p-toluic acid by a simple solid-liquid separation operation using as a raw material a substance inducible from a biomass resource and suitable for fermentation production by a microorganism is disclosed. The method for producing p-toluic acid includes: a dehydration reaction step of dehydrating Compound(s) (1)-(4), which are substances inducible from biomass resources and suitable for fermentation production by microorganisms; and a solid-liquid separation step of recovering a solid produced by this dehydration reaction by a simple solid-liquid separation operation.

Abstract: A method for producing highly pure p-toluic acid by a simple solid-liquid separation operation using as a raw material a substance inducible from a biomass resource and suitable for fermentation production by a microorganism is disclosed. The method for producing p-toluic acid includes: a dehydration reaction step of dehydrating Compound(s) (1)-(4), which are substances inducible from biomass resources and suitable for fermentation production by microorganisms; and a solid-liquid separation step of recovering a solid produced by this dehydration reaction by a simple solid-liquid separation operation.

Abstract: A method of producing ?-caprolactam from 3-oxoadipic acid includes: step 1 of mixing at least one selected from the group consisting of 3-oxoadipic acid and salts thereof with a catalyst and a solvent in the presence of hydrogen to produce 3-hydroxyadipic acid; and step 2 of reacting the 3-hydroxyadipic acid which is a product of step 1, a salt or carboxylic acid derivative thereof, or a mixture of these with hydrogen and ammonia.

Abstract: A method for selective production of ?-caprolactam, wherein a substance inducible from a biomass resource is used as a material; the reaction process is short; ammonium sulfate is not produced as a by-product; and production of by-products is suppressed; is disclosed. The method for producing ?-caprolactam comprises the step of reacting a particular compound inducible from a biomass resource, such as ?-hydromuconic acid, 3-hydroxyadipic acid, or 3-hydroxyadipic acid-3,6-lactone, or a salt thereof with hydrogen or ammonia.

Abstract: A method for producing butadiene from 2,3-butanediol with high selectivity without using a radioactive substance is disclosed. The method for producing butadiene comprises the step of dehydrating 2,3-butanediol in the presence of a catalyst containing an alkali metal salt of phosphoric acid such as an alkali metal dihydrogen phosphate supported on silica. Preferred examples of the alkali metal herein include K, Rb, and Cs. The catalyst is preferably a catalyst prepared by calcination of the silica to which the alkali metal of phosphoric acid is attached.

Abstract: A method for producing butadiene from 2,3-butanediol with high selectivity without using a radioactive substance is disclosed. The method for producing butadiene comprises the step of dehydrating 2,3-butanediol in the presence of a catalyst containing an alkali metal salt of phosphoric acid such as an alkali metal dihydrogen phosphate supported on silica. Preferred examples of the alkali metal herein include K, Rb, and Cs. The catalyst is preferably a catalyst prepared by calcination of the silica to which the alkali metal of phosphoric acid is attached.

Abstract: Disclosed is a method for producing p-xylene and/or p-tolualdehyde with high yield through a short process using biomass resource-derived substances as raw materials. The method for producing p-xylene and/or p-tolualdehyde of the present invention comprises: a cyclization step of producing 4-methyl-3-cyclohexenecarboxaldehyde from isoprene and acrolein; and an aromatization step of producing p-xylene and/or p-tolualdehyde from 4-methyl-3-cyclohexenecarboxaldehyde by gas-phase flow reaction using a catalyst(s).

Abstract: Disclosed is a method for producing p-xylene and/or p-tolualdehyde with high yield through a short process using biomass resource-derived substances as raw materials. The method for producing p-xylene and/or p-tolualdehyde of the present invention comprises: a cyclization step of producing 4-methyl-3-cyclohexenecarboxaldehyde from isoprene and acrolein; and an aromatization step of producing p-xylene and/or p-tolualdehyde from 4-methyl-3-cyclohexenecarboxaldehyde by gas-phase flow reaction using a catalyst(s).