Disclosed is a method for preparing a material of plant origin rich in phenolic acids, including at least one metal, including: preparing a material of plant origin chosen from: aquatic plants; materials rich in tannins; materials rich in lignin; and obtaining a material of plant origin, rich in phenolic acids, in which the ratio of the intensity of the vibration band of the C═O bond of the COOH group and the intensity of each of the vibration bands the aromatic ring determined in FT-IR is between 0.5 and 4. The material of plant origin is brought into contact with an effluent including from 0.1 to 1000 mg/l of at least one metal, thus obtaining a material of plant origin rich in phenolic acids including from 1 to 30% by weight of at least one metal relative to the total weight of the material.

Provided is a novel and industrially useful method for producing a 3,6-disubstituted imidazo[1,2-b]pyridazine derivative. The present invention provides a method for producing a 3,6-disubstituted imidazo[1,2-b]pyridazine derivative, which uses 6-fluoroimidazo[1,2-b]pyridazine as a starting material, while using an aromatic substitution reaction that utilizes C—H activation by means of palladium.

Provided is a method for producing at least one of an unsaturated aldehyde and an unsaturated carboxylic acid from an alkene by an oxidation reaction, in which a n-layered catalyst layer (n≥2) is provided in a gas flow direction in a reaction tube, two or more kinds of catalysts having different activities are used; and the catalysts are packed in such a manner that dT≤20° C. is satisfied, when a difference between a temperature PT.sub.n of an exothermic peak in a n-th layer as counted from a gas inlet and a minimum value mT.sub.n−1 of a temperature of a catalyst layer which appears between an exothermic peak in a (n-1)th layer and an exothermic peak in a n-th layer from the gas inlet is represented as dT (=PT.sub.n−mT.sub.n−1), and the change rate of dT is 2.5 or less at a reaction bath temperature within a range of ±6° C. of a reaction bath temperature at which the highest yield is obtained.

By fluorinating 1,2,3,3-tetrachloro-1-propene (1230xd) using hydrogen fluoride as a fluorinating agent, an efficient method for producing 1,2-dichloro-3,3-difluoro-1-propene (1232xd) is provided. Through this composition including 1232xd, there are also provided an environmentally friendly composition having excellent ability to dissolve various organic matters, a method for cleaning an article using the composition, a method for producing a lubricant solution using the composition, and a method for producing a component provided with a lubricant coating film.

A method for producing a compound (3), which comprises allowing a compound (1) to react with hydrogen gas in an inert solvent, in the presence of a specific chiral ligand and a ruthenium catalyst, or in the presence of an asymmetric transition metal complex catalyst previously generated from the chiral ligand and the ruthenium catalyst.

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A method for producing at least one olefin compound selected from the group consisting of a compound of formula (51), a compound of formula (52), a compound of formula (53), and a compound of formula (54), the method including reacting an olefin compound of formula (21) with a olefin compound of formula (31) in the presence of at least one metal catalyst selected from the group consisting of a compound of formula (11), a compound of formula (12), a compound of formula (13), a compound of formula (14), and a compound of formula (15).

##STR00001##

A method for producing at least one olefin compound selected from the group consisting of a compound of formula (51) and a compound of formula (52), the method including reacting an olefin compound of formula (21) with a olefin compound of formula (31) in the presence of at least one metal catalyst selected from the group consisting of a compound of formula (11), a compound of formula (12), a compound of formula (13), a compound of formula (14), and a compound of formula (15).

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Provided is an oxidation reactor capable of oxidizing hydrocarbons with both reaction efficiency and energy efficiency. The oxidation reactor according to the present invention includes a liquid inlet channel, a gas inlet channel, a gas-liquid mixing unit, and a flow reactor. Through the liquid inlet channel, a liquid containing a reaction substrate hydrocarbon is introduced. Through the gas inlet channel, a gas containing oxygen and ozone is introduced. The gas-liquid mixing unit mixes the liquid introduced from the liquid inlet channel with the gas introduced from the gas inlet channel. In the flow reactor, an oxidation catalyst is immobilized or packed. The gas-liquid mixing unit houses, in its channel, a mobile particle which is capable of rotating and/or moving to mix the liquid with the gas to thereby form a gas-liquid slug flow. The gas-liquid slug flow is introduced into the flow reactor.

A long life catalyst is provided that is conveniently and inexpensively capable of being produced and that is highly active and has inhibited metal leakage. According to aspects of the present invention, a catalyst is provided that includes: a polymer including a plurality of first structural units and a plurality of second structural units; and metal acting as a catalytic center, wherein at least part of the metal is covered with the polymer, each of the plurality of first structural units has a first atom constituting a main chain of the polymer and a first substituent group bonded to the first atom, a second atom included in each of the plurality of second structural units is bonded to the first atom, and the second atom is different from the first atom, or at least one of all substituent groups on the second atom is different from the first substituent group.

A method for producing an optically active α-trifluoromethyl-β-amino acid derivative, the method including: allowing a compound represented by the following General Formula (1) and a compound represented by the following General Formula (2) to react in the presence of a copper-optically active phosphine complex obtained from a copper compound and an optically active phosphine compound, to thereby obtain an optically active α-trifluoromethyl-β-amino acid derivative represented by the following General Formula (3):

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