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    PRODUCTION OF OPTICALLY ACTIVE EPOXIDE AND NEW MANGANESE COMPOUND
    31.
    发明专利
    PRODUCTION OF OPTICALLY ACTIVE EPOXIDE AND NEW MANGANESE COMPOUND 失效

    公开(公告)号：JPH06247993A

    公开(公告)日：1994-09-06

    申请号：JP5091893

    申请日：1993-03-11

    Applicant: MITSUI PETROCHEMICAL IND

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

    IPC: B01J35/02 ,  C07B53/00 ,  C07C225/16 ,  C07D301/06 ,  C07D303/04 ,  C07D303/08 ,  C07D303/40 ,  C07F13/00

    Abstract: PURPOSE:To obtain an optically active epoxide useful for a synthetic intermediate for medicines, agrochemicals, etc., ferroelectric liquid crystal, etc., by reacting an olefin compound with oxygen in the presence of both an optically active metal compound such as a new Mn (III) complex, etc., and an aldehyde compound. CONSTITUTION:An olefin compound (e.g. 1,2-dihydronaphthalene) is reacted with oxygen in the presence of both an optically active metal compound composed of a new manganese (II) compound of the formula (R and R are H, alkyl or aryl; R to R are H, alkyl, aryl, acyl or alkoxycarbonyl; X is anion) and an aldehyde compound (e.g. pivalic aldehyde) at room temperature in an oxygen atmosphere under stirring to give the objective optically active epoxide [(1R,2S)-epoxy-3,4-dihydronaphthalene, etc.] useful for a synthetic intermediate for physiologically active compounds such as medicines, agr'ichemicals, etc., a functional material such as ferroelectric liquid crystal, etc., and a synthetic intermediate for fine chemicals.

    PRODUCTION OF LACTONE OR ESTER COMPOUND
    32.
    发明专利
    PRODUCTION OF LACTONE OR ESTER COMPOUND 失效

    公开(公告)号：JPH04275286A

    公开(公告)日：1992-09-30

    申请号：JP3731491

    申请日：1991-03-04

    Applicant: MITSUI PETROCHEMICAL IND

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

    IPC: B01J31/20 ,  B01J31/22 ,  C07B41/04 ,  C07B61/00 ,  C07C67/00 ,  C07C69/14 ,  C07C69/157 ,  C07D309/30 ,  C07D313/04

    Abstract: PURPOSE:To obtain the subject compound in high yield at a low cost under mild reaction condition by reacting a specific ketone compound with an oxygen- containing gas in the presence of a nickel compound and an aldehyde compound. CONSTITUTION:The objective compound of formula V is produced by compounding (A) 1mol of a compound of formula I [R and R are aryl substituted with electron-donative group, aliphatic unsatrated hydrocarbon group, group of formula II [R and R are (substituted) alkyl or aryl{ or formula III (R to R are same as R and R ); R and R may together form a ring} with (B) 0.1-5mol% of a compound of formula IV [R , R , R and R are lower alkyl, aryl, COOR (R is alkyl or aryl), etc,; R and R are H, halogen, etc., which may have substituent; R and R or R and R may together form a ring] and (C) 1.0-3.0mol of a compound of formula R CHO [R is (substituted) alkyl or aryl] and reacting the compoents in 0.03-5mol% of a solvent such as benzene while supplying the system with a gas containing oxygen at a partial pressure of preferably 1.0-2.0atm.

    PRODUCTION OF CARBONYL GROUP-CONTAINING COMPOUND
    33.
    发明专利
    PRODUCTION OF CARBONYL GROUP-CONTAINING COMPOUND 失效

    公开(公告)号：JPH04169547A

    公开(公告)日：1992-06-17

    申请号：JP29422690

    申请日：1990-10-31

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  YAMADA TORU

    IPC: B01J31/22 ,  C07B61/00 ,  C07C45/37 ,  C07C45/64 ,  C07C49/17 ,  C07C49/497 ,  C07C49/713 ,  C07C49/82 ,  C07C69/675 ,  C07C69/732 ,  C07F7/18

    Abstract: PURPOSE:To obtain the title compound useful as a synthetic intermediate for drugs, agricultural chemicals and natural substance under a mild condition by reacting an enolate with an oxygen-containing gas in the presence of a specific nickel compound and an aldehyde compound. CONSTITUTION:An enolate shown by formula IV (R and R are H, alkyl or aryl; R is alkyl, alicyclic hydrocarbon group, aryl or alkoxy; R to R are alkyl or aryl) is reacted with an oxygen-containing gas in the presence of a compound shown by formula I or formula II (R , R , R and R are alkyl, aryl, alkoxy, etc.; R and R are H, halogen, alkyl, etc.) and a compound shown by formula III (R is alkyl or aryl) preferably at 20-50 deg.C to give a compound shown by formula V or formula VI. The reaction is carried out in the presence of a silylating agent to improve the yield. The compound is further treated in the presence of a fluoride ion to give the compound shown by formula VI.

    PRODUCTION OF COMPOUND CONTAINING EPOXY GROUP
    34.
    发明专利
    PRODUCTION OF COMPOUND CONTAINING EPOXY GROUP 失效

    公开(公告)号：JPH0495079A

    公开(公告)日：1992-03-27

    申请号：JP21245990

    申请日：1990-08-09

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  YAMADA TORU ,  TAKAI TOSHIHIRO

    IPC: B01J31/22 ,  C07B61/00 ,  C07D301/06 ,  C07D303/04

    Abstract: PURPOSE:To obtain the subject compound on an industrial scale under mild reaction condition at a low cost by reacting a specific compound containing a double bond with an oxygen-containing gas in the presence of a catalyst composed of nickel acetate, etc., and an aldehyde compound. CONSTITUTION:The objective compound of formula II can be produced by reacting a compound containing a double bond and expressed by formula I [R is (substituted) alkyl or aryl; R and R are H, (substituted) alkyl, aryl or together form a ring; R and R may together form a ring; R , R and R may together form condensed rings] (e.g. 2-methyl-2-decene) with an oxygen- containing gas (e.g. air) in the presence of a catalyst consisting of nickel acetate and/or a nickel complex and an aldehyde compound of formula R CHO (R is alkyl or aryl) (e.g. acetaldehyde).

    PRODUCTION OF BETA-HYDROXYCARBOXYLIC ACID AMIDE
    35.
    发明专利
    PRODUCTION OF BETA-HYDROXYCARBOXYLIC ACID AMIDE 失效

    公开(公告)号：JPH03215460A

    公开(公告)日：1991-09-20

    申请号：JP546390

    申请日：1990-01-12

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  YAMADA TORU

    IPC: C07D295/18 ,  B01J31/14 ,  B01J31/28 ,  C07B61/00 ,  C07C231/14 ,  C07C235/06 ,  C07C235/16

    Abstract: PURPOSE:To easily obtain the title compound in high yield through a novel reaction by reaction between an alpha,beta-unsaturated carboxylic acid amide and a carbonyl compound using specific cobalt complex(s) and a hydrogenated dialkylaluminum. CONSTITUTION:A reaction is made between (A) an alpha,beta-unsaturated carboxylic acid amide of formula I [R -R are each H or (substituted) monovalent hydrocarbon group, or may form a ring through mutual binding] and (B) a carbonyl compound of formula II (R and R are each the same as one of R -R , or may form a ring through mutual binding) in the presence of (C) at least one cobalt complex selected from compounds of formula III (R and R are each the same as one of R -R ) and (D) a hydrogenated dialkylaluminum, thus obtaining the objective compound of formula IV useful for e.g. producing intermediates for the syntheses of medicines and pesticides, etc. One of the cobalt complexes of the formula III can be produced by desalting process from a diketone and CoCl2 as raw materials.

    PRODUCTION OF ALCOHOLS
    39.
    发明专利
    PRODUCTION OF ALCOHOLS 失效

    公开(公告)号：JPH02160734A

    公开(公告)日：1990-06-20

    申请号：JP31419888

    申请日：1988-12-13

    Applicant: MITSUI PETROCHEMICAL IND

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

    IPC: B01J31/22 ,  C07B61/00 ,  C07C29/04 ,  C07C31/02 ,  C07C31/13 ,  C07C33/18

    Abstract: PURPOSE:To obtain the objective secondary alcohol in high yield while suppressing the deterioration of catalyst by oxidizing olefins with oxygen in the presence of a cobalt complex catalyst while removing water produced by the reaction. CONSTITUTION:A compound of formula I (R -R are alkyl, aryl or arylalkyl or R is cycloalkyl and R -R are H; R -R may have substituents) is made to react in the presence of a secondary alcohol and a catalyst expressed by formula II (R , R , R and R are H, 1-10C alkyl, aryl having substituent such as lower alkyl, lower alkoxymethyl, CF3, etc.; R and R are H, lower alkyl, halogen, etc.; excluding the case that R =R =R =R =CF3 and R =R =H) while removing gas generated by the reaction. The objective compound of formula III (one of R and R is OH and the other is H) can be produced from the above raw material in high conversion while suppressing the deterioration of the catalyst.

    PRODUCTION OF HYDROCARBON COMPOUND HAVING HYDROXYL GROUP
    40.
    发明专利
    PRODUCTION OF HYDROCARBON COMPOUND HAVING HYDROXYL GROUP 失效

    公开(公告)号：JPH02121937A

    公开(公告)日：1990-05-09

    申请号：JP27244988

    申请日：1988-10-28

    Applicant: MITSUI PETROCHEMICAL IND

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

    IPC: C07C29/04 ,  C07C31/10 ,  C07C31/12 ,  C07C31/125 ,  C07C33/20

    Abstract: PURPOSE:To obtain alcohols in high conversion ratio and selectivity by reacting olefins with an oxygen-containing gas in the pressence of a cobalt complex catalyst and secondary alcohol. CONSTITUTION:A compound expressed by formula I (R is alkyl, aryl, cycloalkyl or arylalkyl; R to R are H, alkyl, aryl or arylalkyl) is reacted with an oxygen- containing gas in the presence of a Co complex catalyst, such as a catalyst expressed by formula II or III, and a secondary alcohol (e.g., isopropyl alcohol) at 60-130 deg.C under 0.2-10kg/cm pressure of oxygen to afford a compound expressed by formulas IV and/or V. During the reaction, stirring, bubbling, etc., are preferably carried out so as to provide sufficient contact of the oxygen- containing gas with the liquid phase. A hydrocarbon compound having OH and CO groups can be obtained by changing the reaction conditions or separating the reaction product.

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