UNSATURATED KETONES HAVING TRIFLUOROMETHYL GROUP

    公开(公告)号:JPH0377841A

    公开(公告)日:1991-04-03

    申请号:JP21129189

    申请日:1989-08-18

    Abstract: NEW MATERIAL:Trifluoromethyl group-containing unsaturated ketones represented by the formula (R is aryl, alkenyl or alkynyl). EXAMPLE:alpha-Trifluoromethylpropiophenone. USE:An intermediate for synthesis of medicines, pesticides, liquid crystal materials, etc. For example, a compound obtained by reduction thereof is used as an intermediate for synthesis of an anti-inflammatory and analgesic agent and a compound prepared by oxidation of the unsaturated bond thereof is used as an intermediate for synthesis of a fluorine-containing amino acid having an antibacterial effect. PREPARATION:For example, 1-phenyl-2-trifluoromethyl-1-propanol is subjected to an oxidative reaction against alcohols using an oxidizing agent consisting of PCC agent composed of a mixture of PCC, Celite, etc., at -78-50 deg.C in a solvent such as anhydrous dichloromethane to obtain the objective compound of the formula.

    FLUORINE-CONTAINING ALPHA,OMEGA-DICARBOXYLIC ACID DIESTER AND PRODUCTION THEREOF

    公开(公告)号:JPH02215745A

    公开(公告)日:1990-08-28

    申请号:JP3503389

    申请日:1989-02-16

    Abstract: NEW MATERIAL:A fluorine-containing alpha,omega-dicarboxylic acid diester expressed by formula I (R and R are H, alkyl or aralkyl; R is alkyl or aralkyl; n is a natural number). EXAMPLE:Diethyl 4,4,5,5,6,6,7,7,8,8,9,9-dodecafluoro-1,12-dodecanedioate. USE:Useful as a raw material for fluorine-containing polymers, such as fluorine- contatning polyester or polyamide, having a low refractive index, and oil repellency, chemical heat resistance, etc., and utilizable as a fiber treating material, gas separating material, photoresist, etc., including an optical fiber sheath material. PREPARATION:A fluorine-containing alpha,omega-diiodoalkane expressed by formula II is reacted with an alcoholate expressed by formula III and carbon monoxide in the presence of a group VIII transition metal catalyst and a base to afford the compound expressed by formula I. The compound expressed by formula III is preferably used in an amount in excess of the compound expressed by formula II.

    PRODUCTION OF OMEGA-HYDROXY-FATTY ACID ESTER

    公开(公告)号:JPH0249750A

    公开(公告)日:1990-02-20

    申请号:JP7201988

    申请日:1988-03-28

    Abstract: PURPOSE:To readily obtain the subject compound useful as a synthetic intermediate for cyclic lactones used as a raw material for medicines, etc., in high yield by reducing a diacid monoester available at a relatively low cost as a raw material with a quaternary ammonium borohydride. CONSTITUTION:An alkanedioic acid is esterified with an alcohol and esterified with Ba(OH)2 to provide a mono salt, which is substituted with an acid, etc., to readily afford a diacid monoester expressed by formula I (R is alkyl; n is a natural number), such as monomethyl undecane-1,11-dicarboxylate, which is then reduced with a quaternary ammonium borohydride expressed by formula II (R to R are alkyl, aralkyl or aryl), such as tetra-n-butylammonium borohydride, preferably in the coexistence of an organic halide, such as CCl4, at ambient temperature to provide the objective compound, such as methyl 13-hydroxytridecanoate, useful as a synthetic intermediate for cyclic lactones utilized as a perfume, etc.

    HYDANTOIN AND HYDANTOIC ACID DERIVATIVE

    公开(公告)号:JPH01226875A

    公开(公告)日:1989-09-11

    申请号:JP5259088

    申请日:1988-03-08

    Abstract: NEW MATERIAL:A hydantoin and hydantoic acid derivative expressed by formu las 1 and 2 (X and X are halogen; R is lower alkyloxycarbonyl; R and R are H or lower alkyl; R is lower alkyl). EXAMPLE:3-(2'-Fluoro-4'-chloro-5'-methoxycarbonyloxyphenyl) -5-isopropylidene- hydantoin. USE:An intermediate for novel herbicides having both high selectivity and power ful herbicidal activity against various strongly noxious weeds. PREPARATION:An urea derivative expressed by formula 3 and an alpha- ketocarboxylic acid ester expressed by formula 4 are subjected to dehydrating condensation in the presence of a basic or acidic catalyst to provide a compound expressed by formula 2, which is then intramolecularly cyclized in the presence of a basic or acidic catalyst to afford the aimed compound expressed by formula 1.

    HERBICIDE
    57.
    发明专利

    公开(公告)号:JPS63183501A

    公开(公告)日:1988-07-28

    申请号:JP21790787

    申请日:1987-09-02

    Abstract: PURPOSE:To obtain a herbicide, containing a specific hydantoin derivative an active ingredient, capable of exhibiting excellent weeding activity against strong damaging weeds and hardly exerting phytotoxicity to cultivated crops. CONSTITUTION:A herbicide containing a compound expressed by formula I (X and Y are halogen; R is H, alkyl, cycloalkyl, alkenyl or alkynyl; R is H, alkyl, alkenyl or alkynyl; R and R are H or lower alkyl), e.g. 1-methyl-3-(2'- fluoro-4'-chloro-5'-methoxyphenyl)-5-isoprop-ylidenehydantoin, as an active ingredient. The above-mentioned herbicide is used by soil treatment, water surface treatment, foliar treatment, etc., and capable of exhibiting particularly improved effects in a period before germination of weeds which are hard to control to the time of plumules. The compound expressed by formula I is obtained by successively reacting a compound expressed by formula III prepared by removing the carbonate group of a compound expressed by formula II (R is alkyl or aralkyl) with compounds expressed by the formulas R Z and R Z (Z is leaving group).

    PRODUCTION OF FLUORINE-CONTAINING CARBOXYLIC ACID ESTER

    公开(公告)号:JPS63152342A

    公开(公告)日:1988-06-24

    申请号:JP30133286

    申请日:1986-12-19

    Abstract: PURPOSE:To obtain the titled compound useful as synthetic intermediate for various valuable compounds, safely at a low cost, by reacting a fluorine- containing alkyl halide with carbon monoxide and an alcohol in the presence of a specific catalyst and a base. CONSTITUTION:The objective compound of formula III can be produced by reacting a compound of formula I (R is F or polyfluorocarbon residue; R and R are H, F, alkyl, etc.; R and R H, alkyl, etc.; R and R , R and R , R and R or R and R may together form a ring; X is I, Cl or Br) with an alcohol of formula II (R and R are H, alkyl, etc.; R and R may together form a ring) and carbon monoxide in the presence of a group VIII transition metal catalyst and a base such as an alkali metal, aromatic amine, etc., preferably at 40-120 deg.C. The amount of the catalyst is preferably 1/500-1/5 of the compound of formula I.

    PRODUCTION OF DIARYL IODONIUM FLUORIDE

    公开(公告)号:JPS635041A

    公开(公告)日:1988-01-11

    申请号:JP14830186

    申请日:1986-06-26

    Abstract: PURPOSE:To produce the titled compound useful as an intermediate for the production of an aromatic fluorine compound, easily at a low cot, by reacting a diaryl iodonium hydrogen sulfate with a hydrogen fluoride-donative substance in the presence of a basic barium salt. CONSTITUTION:The objective diaryl iodonium fluoride compound of formula II (e.g. diphenyl iodonium fluoride) can be produced by reacting (A) a diaryl iodonium hydrogen sulfate of formula I (R and R are alkyl, halogen, nitro, alkoxy or acylamino; m and n are 0 or integer of 1-5) (e.g. diphenyl iodonium hydrogen sulfate) with (B) a hydrogen fluoride-donative substance (e.g. anhydrous hydrofluoric acid, gaseous hydrogen fluoride, etc.) in the presence of (C) a basic barium salt (e.g. barium hydroxide) preferably in a polar solvent. USE:A synthetic intermediate for a fluorinated aromatic compound useful as an intermediate for insecticidal and miticidal agents and other agents.

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