PRODUCTION OF 4,4,4-TRIFLUORO-3-(3-INDOLYL)LACTIC ACID DERIVATIVE

    公开(公告)号:JPH11158145A

    公开(公告)日:1999-06-15

    申请号:JP32600797

    申请日:1997-11-27

    Abstract: PROBLEM TO BE SOLVED: To simply obtain the subject compound useful as a plant growth promoter in a single step by reacting indoles with a base having a definite strength or above and reacting the resultant compound with a trifluorocrotonic acid derivative. SOLUTION: Indoles of formula I (X is H, a lower alkyl or a halogen) are reacted with (B) a base in which pKa of conjugate acid is larger than pKa of the component A (e.g. an alkyl metal compound such as methyllithium or a metal alkoxide such as sodium ethoxde) and then reacted with (C) 4,4,4- trifluorocrotonic acid derivative of formula II (R is an ester type or amide type protecting group of carboxylic acid part) to provide the objective 4,4,4- trifluoro-3-(3-incolyl)lactic acid (TFIBA) of formula III. Furthermore, the component C is preferably used in 0.7-1 equivalent amount based on the component A. According to this method, TFIBA whose carboxyl group is protected can be obtained in a single step.

    PRODUCTION OF FLUORINE-CONTAINING COMPOUND

    公开(公告)号:JPH09295948A

    公开(公告)日:1997-11-18

    申请号:JP67097

    申请日:1997-01-07

    Abstract: PROBLEM TO BE SOLVED: To obtain a fluorine-containing compound useful as a synthetic intermediate for a medicine, a chemical or a functional material, by carrying out the functional replacement reaction of an α-perfluoroalkylated alcohol derivative, which has been regarded to be difficult, in the presence of a specific compound. SOLUTION: A sulfonic acid ester of an α-perfluoroalkylated alcohol of formula I (R and R are each H, an alkyl, an aromatic group, an aralkyl, an alkenyl or R and R form a ring with an adjoining carbon atom; Rf is a perfluoroalkyl; R is an alkyl, an aromatic group or a halogen) is reacted with a nucleophilic reagent of the formula HY [Y is Q R , Q R R (Q is O, S, selenium or tellurium; Q is N, P or arsine; R to R are each H, alkyl, an aromatic group, etc.; R and R form a ring) in the presence of a basic substance to give a fluorine-containing compound of formula II. NaOH, KF, phenyllithium may be cited as the basic substance. For example, a compound of formula V is obtained from a compound of formula III and a compound of formula IV by using the method.

    PRODUCTION OF ALCOHOLS
    73.
    发明专利

    公开(公告)号:JPH09241192A

    公开(公告)日:1997-09-16

    申请号:JP5135196

    申请日:1996-03-08

    Abstract: PROBLEM TO BE SOLVED: To obtain an alcohol useful as a raw material for medicines, a perfume, etc., under mild conditions in high yield and in high selectivity by a catalytic hydrogenation reduction of a carboxylic acid. SOLUTION: (B) A carboxylic acid is hydrogenated and reduced in a hydrocarbon-based solvent in the presence of (A) a catalyst comprising at least one of elements of the group VIII (preferably rhodium, ruthenium or palladium) of the periodic table and at least one of elements of the group VIb (preferably molybdenum or tungsten) or an element of the group VII (preferably rhenium). The catalyst of the component A may be supported on a carrier. The amount of the catalyst used is preferably 0.01-10mol% based on the component B.

    DIHALOPHENYLCABONATE DERIVATIVE
    74.
    发明专利

    公开(公告)号:JPH09216853A

    公开(公告)日:1997-08-19

    申请号:JP2462697

    申请日:1997-02-07

    Abstract: PROBLEM TO BE SOLVED: To obtain a dihalophenylcarbonate derivative expressed by a specific formula and useful as a synthetic intermediate of a new hydantoin derivative. SOLUTION: This derivative of formula I (X and Y are each a halogen; R' is a lower alkyl of >=2C or an aralkyl), preferably a compound of formula II (A is an amino or an isocyanate; R is a lower alkyl or an aralkyl), in concrete, 2-fluoro-4-chloro-5-ethoxycarbonyloxynitrobenzene, etc. Further, the compound is preferably obtained e.g. through a urea derivative produced by reducing a nitrobenzene derivative of formula III (R is same as R) with hydrogen in the presence of a catalyst of platinum oxide, platinum-carbon or palladium- carbon to lead to an aniline derivative, further treating the aniline derivative with phosgene gas, and subsequently reacting with ammonia.

    DIHALOPHENYL CARBONATE DERIVATIVE
    75.
    发明专利

    公开(公告)号:JPH08169865A

    公开(公告)日:1996-07-02

    申请号:JP24431695

    申请日:1995-09-22

    Abstract: PURPOSE: To obtain the subject new compound useful as an intermediate for synthesizing herbicidal hydantoin derivatives [e.g. 3-(2'-fluoro-4'-chloro-5'- ethoxycarbonyloxyphenyl)-5-isopropylidene hydantoin]. CONSTITUTION: A compound of formula I (x, Y are each a halogen; Z is nitro, amino or isocyanato group; R is a lower alkyl, an aralkyl). For example, 2- fluoro-4-chloro-5-methoxycarbonyloxyaniline. The compound of formula I wherein Z in NH2 is obtained by reducing a compound of formula II (R is R) with hydrogen gas in the presence of platinum oxide, Pt-C or Pd-C catalyst. Further, the compound of formula I wherein Z is NCO is obtained by treating the compound with phosgene or trichloromethyl chloroformate.

    PRODUCTION OF ALCOHOL DERIVATIVE BEARING DIFLUOROMETHYLENL GROUP IN ITS ALPHA-POSITION

    公开(公告)号:JPH0881400A

    公开(公告)日:1996-03-26

    申请号:JP21708294

    申请日:1994-09-12

    Abstract: PURPOSE: To provide a simple method of giving an alcohol derivative bearing a difluoromethylene group in the α-position, which is important as a starting substance for medicines, agrochemicals or functional materials. CONSTITUTION: A method of producing an alcohol derivative bearing a difluoromethylene group in the α-position, represented by the general formula: R R C(OSiR R R )-CF2 -R or R R C(OH)-CF2 -R (R and R are each H or an alkyl, alkenyl, or alkynyl group, or they may form a ring together with carbon atoms; R , R , R are each an alkyl or an aromatic group; R is an alkyl, aromatic, aralkyl, alkenyl and alkynyl group) comprises the reaction of a carbonyl compound of the general formula: R R C=O with a perfluoroalkylsilane of the general formula: R R R Si-CF2 -R in the presence of a reaction promotor.

    PRODUCTION OF LACTONES
    79.
    发明专利

    公开(公告)号:JPH06172338A

    公开(公告)日:1994-06-21

    申请号:JP32446892

    申请日:1992-12-03

    Abstract: PURPOSE:To obtain a method for producing lactones, especially gamma-butyrolactone in high activity and yield under relatively mild conditions using a stable catalyst in hydrogenating a saturated and/or an unsaturated dicarboxylic acid anhydride as a raw material. CONSTITUTION:This method for producing lactones is characterized by using an organic diphosphine compound in hydrogenating a saturated and/or an unsaturated dicarboxylic acid anhydride in the presence of a ruthenium catalyst in a liquid-phase homogeneous system.

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