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    PRODUCTION OF OPTICALLY ACTIVE SULFOXIDE
    2.
    发明专利
    PRODUCTION OF OPTICALLY ACTIVE SULFOXIDE 失效

    公开(公告)号：JPH08208596A

    公开(公告)日：1996-08-13

    申请号：JP1779195

    申请日：1995-02-06

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  IMAGAWA SHIMIZU ,  NAGATA TAKUJI ,  YAMADA TORU

    IPC: B01J31/22 ,  C07B61/00 ,  C07C315/02 ,  C07C317/04 ,  C07C317/12 ,  C07C317/14

    Abstract: PURPOSE: To safely obtain the subject compound at low cost, useful as a reactive reagent when introducing an optically active center, by using oxygen molecules as oxidizing agent. CONSTITUTION: This compound of formula IV (* denotes an optically active center) is obtained by reaction of (A) a sulfide of formula I (R and R are each an alkyl, alicyclic hydrocarbon or aryl) (e.g. cyclopentylmethyl sulfide) with oxygen molecules in the presence of (B) an aldehyde of formula II (R -R are each H or an alkyl) (e.g. pivalaldehyde) using an optically active manganese (III) complex catalyst of formula III (R and R are each H, an alkyl or aryl; R is an alkyl, aryl or alkoxyl; R is an alkyl or aryl; X is an anion). It is preferable, for example, that the amounts of the components B and C to be used per mol of the component A be 3-8 moles and 5-20 moles, respectively.

    PRODUCTION OF QUINONE, PHENOL, AND THEIR CARBOXYLIC ESTERS
    3.
    发明专利
    PRODUCTION OF QUINONE, PHENOL, AND THEIR CARBOXYLIC ESTERS 失效

    公开(公告)号：JPH07258146A

    公开(公告)日：1995-10-09

    申请号：JP4869694

    申请日：1994-03-18

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  HATA EIICHIRO ,  YAMADA TORU

    IPC: B01J31/22 ,  C07B61/00 ,  C07C37/58 ,  C07C39/04 ,  C07C46/02 ,  C07C46/08 ,  C07C50/10 ,  C07C50/24 ,  C07C50/32 ,  C07C67/00 ,  C07C69/157

    Abstract: PURPOSE:To obtain quinones in a high yield under mild reaction conditions using molecular oxygen as an easy-to-handle and safe oxidizing agent by carrying out the reaction between a naphthalene derivative and oxygen molecules in the presence of a specific complex and an aldehyde. CONSTITUTION:The compound is obtained by carrying out the reaction of a naphthalene derivative of the formula I (R -R are H, straight or branched alkyl or aryl) with molecular oxygen in the presence of a canadium (IV) complex of the formula II (R -R are H, aryl, halogen) and an aldehyde of the formula: R CHO (R is a straight or branched alkyl, an aryl or an alkenyl) such as crotonaldehyde. The reaction is preferably carried out in a solvent such as acetone at -30 to +50 deg.C. In another case, the reaction is carried out in the presence of a peroxide such as peracetic acid and the vanadium (IV) complex to attain the practical reaction rate recommendably.

    METHOD FOR PRODUCING CHROMENE OXIDE COMPOUNDS
    4.
    发明专利
    METHOD FOR PRODUCING CHROMENE OXIDE COMPOUNDS 失效

    公开(公告)号：JPH07247289A

    公开(公告)日：1995-09-26

    申请号：JP4085294

    申请日：1994-03-11

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  YOROZU KIYOTAKA ,  TAKAI TOSHIHIRO ,  YAMADA TORU

    IPC: C07D493/04 ,  B01J31/02 ,  B01J31/28 ,  C07B61/00

    Abstract: PURPOSE:To obtain a chromene oxide compound useful as an intermediate for medicines, agricultural chemicals, etc., by reacting a specific chromene derivative with oxygen molecule in the presence of 1,1diethoxypropane and bis(3-methyl-2,4-pentadionato)cobalt. CONSTITUTION:A chromene derivative of formula I [R -R are H, (substituted) alkyl, (substituted) aryl; R is H, alkyl, aryl, cyano, ester, nitro, amide; n is an integer of 1-4] (e.g. 2,2dimethylchromene) is reacted with oxygen molecule in the presence of 1,1-diethoxypropane, bis(3-methyl-2,4pentanedionato)cobalt (II) and, if necessary, a nitrogencontaining compound of formula II [R -R are H, (substituted) alkyl, (substituted) aryl, etc.,] (e.g. 2,6rutidine) to obtain the objective chromene oxide compound of formula III useful as an intermediate for agricultural chemicals, medicines used for treating hypertension, asthma, etc.

    PRODUCTION OF GLYCEROL DERIVATIVE
    5.
    发明专利
    PRODUCTION OF GLYCEROL DERIVATIVE 失效

    公开(公告)号：JPH05155815A

    公开(公告)日：1993-06-22

    申请号：JP32067191

    申请日：1991-12-04

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  IMAGAWA SHIMIZU ,  YAMADA TORU ,  TAKAI TOSHIHIRO

    IPC: B01J31/22 ,  C07B61/00 ,  C07C67/29 ,  C07C69/675 ,  C07C69/732

    Abstract: PURPOSE:To obtain a glycerol derivative useful for an intermediate for medicines and agricultural chemicals and a raw material for polymers in high yield without damaging an ester group from an epoxy group-containing compound by a new reaction using a nickel compound with a specific structure as a catalyst. CONSTITUTION:An epoxy group-containing compound (e.g. 2,3-epoxy-3- methylbutyl benzoate) of formula I (R to R are H, alkyl or aryl and R and R as well as R and R form a ring; R is alkyl or aryl; (n) is 1 or 2) is reacted with an oxygen-containing gas in the presence of a nickel compound ([e.g. bis(3-methyl-2,4-pentanedionato)nickel] of formula II (R to R are H, alkyl or aryl) as a catalyst to give a glycerol derivative of formula III or formula IV. Further, the reaction is preferably carried out in the presence of an aldehyde compound of formula V (R'' is alkyl, alkenyl or aryl) or a carbonyl-containing compound of formula VI or formula VII (R to R are alkyl). Further, the reaction is done preferably in the presence of a synthetic zeolite compound.

    PRODUCTION OF EPOXY GROUP-CONTAINING COMPOUND
    6.
    发明专利
    PRODUCTION OF EPOXY GROUP-CONTAINING COMPOUND 失效

    公开(公告)号：JPH04266878A

    公开(公告)日：1992-09-22

    申请号：JP2828491

    申请日：1991-02-22

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  YAMADA TORU ,  INOKI SATORU ,  TAKAHASHI KATSUYA

    IPC: B01J31/02 ,  B01J31/22 ,  C07B61/00 ,  C07C49/92 ,  C07D301/06 ,  C07D303/04 ,  C07D303/06 ,  C07D303/16 ,  C07D303/17 ,  C07F13/00 ,  C07J17/00

    Abstract: PURPOSE:To industrially and advantageously obtain the subject compound by reacting a specific double bond-containing compound with an oxygen-containing gas in the presence of a manganese compound and an aldehyde compound. CONSTITUTION:A compound expressed by formula I [R is H, alkyl, etc.; R and R are H, (substituted) alkyl, etc., provided that R and R may mutually be bound to form a rung and R , R and R may simultaneously be bound to form a condensed ring] is reacted with an oxygen-containing gas (e.g. pure oxygen or air) in the presence of one or more selected from compounds expressed by formulas II, III and IV (R and R are lower alkyl, aryl, etc., R is H, halogen, etc.; R and R may mutually be bound to form a rind; X is halogen, ClO4 , etc.), etc., and a compound expressed by the formula R CHO (R is alkyl or aryl which may have a substituent group), preferably at 20-50 deg.C under preferably 0.2-2.0atm to afford the objective compound expressed by formula V. The above-mentioned compounds are preferably used in amounts based on 1mol compound expressed by formula I as follows. 0.0096-4mol% compound expressed by formula II, etc., and 1-10mol% aldehyde compound.

    PRODUCTION OF CARBOXYLIC ACID
    7.
    发明专利
    PRODUCTION OF CARBOXYLIC ACID 失效

    公开(公告)号：JPH04108758A

    公开(公告)日：1992-04-09

    申请号：JP22372990

    申请日：1990-08-24

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  YAMADA TORU ,  TAKAI TOSHIHIRO

    IPC: B01J31/22 ,  C07B61/00 ,  C07C51/235 ,  C07C53/00 ,  C07C53/126 ,  C07C61/08 ,  C07C63/06 ,  C07C63/26

    Abstract: PURPOSE:To industrially and safely produce a carboxylic acid under a mild reactional condition at a low cost by a novel reaction by using an aldehyde compound as a raw material in the coexistence of a nickel compound and oxygen gas. CONSTITUTION:An aldehyde compound of formula I (R is alkyl, aryl) (e.g. octyl aldehyde) is reacted with an oxygen-containing gas in the presence of a nickel compound of formula II (R , R , R , R are alkyl, aryl, etc.; R , R are H, halogen, alkyl, etc.,) (e.g. a compound of formula III) to obtain a carboxylic acid of formula IV (e.g. octanoic acid). The nickel compound of formula II can be obtained by a desalting method using a diketene corresponding to a desired nickel compound and NiSO4, NiCl2, etc. The method does not use strongly toxic reagents, explosive reagents and further expensive reagents. The amount of the Ni compound used may be reduced.

    PRODUCTION OF ALPHA-DIKETONE AND/OR ALPHA-HYDROXYKETONE
    8.
    发明专利
    PRODUCTION OF ALPHA-DIKETONE AND/OR ALPHA-HYDROXYKETONE 失效

    公开(公告)号：JPH03167150A

    公开(公告)日：1991-07-19

    申请号：JP30357789

    申请日：1989-11-22

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  INOKI SATORU ,  KATOU KOUJI ,  YAMADA TORU ,  TAKAI TOSHIHIRO

    IPC: B01J31/22 ,  C07B41/06 ,  C07B61/00 ,  C07C45/34 ,  C07C45/36 ,  C07C49/76 ,  C07C49/784 ,  C07C49/82 ,  C07C49/83

    Abstract: PURPOSE:To efficiently and safely obtain the subject compounds useful as an intermediate for medicines, agricultural chemicals, perfumes, etc., in one stage by bringing a silane derivative into contact with a chain acetylene and an oxygen-containing gas in the presence of a cobalt complex of a beta-dicarbonyl compound. CONSTITUTION:A compound expressed by formula II (R to R are H or at least one thereof is 1-10C alkyl, aryl, lower alkoxy or arylalkyl) is brought into contact with a compound expressed by formula III (R and R are R or R and R together may form a ring) and an oxygen-containing gas in the presence of a cobalt complex expressed by formula I (R , R , R and R are H, R, aryl having F, CF3, alkylcarbonyl, alkylcarbonyl or CONH2; R is 1-10C alkyl, cycloalkyl, aryl or arylalkyl; R and R R or alkylcarboxy) to safely and advantageously afford the objective compounds expressed by formulas IV and/or V in high yield in one stage without using a highly toxic catalyst and decomposing functional groups.

    PREPARATION OF HYDROXYTETRAHYDRONAPHTHALENES
    9.
    发明专利
    PREPARATION OF HYDROXYTETRAHYDRONAPHTHALENES 失效

    公开(公告)号：JPH0366636A

    公开(公告)日：1991-03-22

    申请号：JP20189889

    申请日：1989-08-03

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  ISAYAMA SHIGERU ,  INOKI SATORU ,  KATOU KOUJI ,  YAMADA TORU ,  TAKAI TOSHIHIRO

    IPC: B01J31/22 ,  C07B61/00 ,  C07C29/50 ,  C07C35/36 ,  C07C41/26 ,  C07C43/23

    Abstract: PURPOSE:To prepare the subject compound useful as an intermediate for medicines, agricultural chemicals, etc., in high conversion and yield in one process by reacting a dihydronaphthalene with an oxygen-containing gas in the presence of a secondary alcohol and a catalyst comprising a specific cobalt complex. CONSTITUTION:A compound of formula I or II (R to R8 are H, lower alkyl or alkoxy) is reacted with an oxygen-containing gas in the presence of a secondary alcohol and a catalyst of formula III (R , R , R and R are H, lower alkyl, aryl, arylalkyl, perfluoralkyl, CO2R or CONR R ; R to R are lower alkyl, aryl or arylalkyl; and R and R are further H, lower cycloalkyl or group of formula IV; but a case comprising R =R =R =R =CF3 and R =R =H is excluded) to provide the objective compound of formulae V, VI or VII in high conversion and yield yield without requiring a precisely anhydrous condition in are process.

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