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    PRODUCTION OF 4,4'-METHYLENEDIANILINE
    61.
    发明专利
    PRODUCTION OF 4,4'-METHYLENEDIANILINE 失效

    公开(公告)号：JPH01207260A

    公开(公告)日：1989-08-21

    申请号：JP3255188

    申请日：1988-02-15

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： KISO YOSHIHISA ,  TAKAI TOSHIHIRO ,  HAYASHI TETSUO

    IPC: C07C209/78 ,  B01J29/08 ,  C07B61/00 ,  C07C67/00 ,  C07C209/00 ,  C07C211/50

    Abstract: PURPOSE:To suppress production of highly condensed product and isomer and selectively obtain 4,4'-methylenedianiline in high yield, by reacting aniline with formaldehyde raw material in the presence of a fluorine-treated dealuminum Y type zeolite catalyst. CONSTITUTION:Aniline is reacted with formaldehyde raw material using a fluorine-treated dealuminum Y type zeolite as a catalyst at 20-300 deg.C for 0.1-40hr to provide the aimed product. The fluorine treated dealuminum Y type zeolite is a zeolite obtained by subjecting to Y type zeolite to dealuminum treatment and further subjecting the surface thereof to fluorine treatment and has 5.5-20 SiO2/Al2O3 (molar ratio) and 0.1-30wt.% fluorine content. The formaldehyde raw material is formaldehyde-containing raw material capable of reacting with aniline, e.g., formalin aqueous solution, trioxan or N,N- diphenylmethylenediamine.

    PRODUCTION OF ARYLALKYL HYDROPEROXIDE
    63.
    发明专利
    PRODUCTION OF ARYLALKYL HYDROPEROXIDE 失效

    公开(公告)号：JPH08231498A

    公开(公告)日：1996-09-10

    申请号：JP4057795

    申请日：1995-02-28

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MATSUI NARIKAZU ,  TAKAI TOSHIHIRO ,  FUJITA TERUNORI

    IPC: B01J31/22 ,  C07B61/00 ,  C07C407/00 ,  C07C409/08 ,  C07C409/10

    Abstract: PURPOSE: To obtain the subject compound in high conversion ratio and in high concentrations without formation of formic acid, etc., as byproducts, by oxida tion of a specific arylalkyl hydrocarbon with an oxygen-contg. gas in the pres ence of a specific catalyst. CONSTITUTION: In the presence of (A) a catalyst consisting of such a binuclear μ-oxomanganese complex in which two molecules of a cyclic triamine compound each having three nitrogen atoms in the molecule are coordinated with manganese ions, respectively, with the number ratio: manganese ions/coordinated nitrogen atoms of (1:3) [e.g. a catalyst consisting of a complex of formula I (R -R are each H, a 1-8C alkyl, or alkenyl, a cycloalkyl, etc.; X and X are each O, OO, S, etc.; Y is an oxidatively stable monovalent or divalent counterion; (n) is 1 when Y is divalent, being 2 when Y is monovalent)], (B) a compound of formula II (P and Q are each H or an alkyl; (n) is 1-3; Ar is a n-valent aromatic hydrocarbon group) is oxidized by (C) an oxygen-contg. gas to obtain the objective compound.

    PRODUCTION OF ARYLALKYL HYDROPEROXIDE
    64.
    发明专利
    PRODUCTION OF ARYLALKYL HYDROPEROXIDE 失效

    公开(公告)号：JPH08169874A

    公开(公告)日：1996-07-02

    申请号：JP31360594

    申请日：1994-12-16

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： TAKAI TOSHIHIRO ,  MOTOYAMA YOSHIO ,  MATSUOKA HIDETO ,  ISHIBASHI MASAYASU ,  TAKAHASHI KATSUYA ,  IWASAKI HIROSHI

    IPC: B01J31/22 ,  C07B61/00 ,  C07C407/00 ,  C07C409/08 ,  C07C409/10 ,  C07C409/12

    Abstract: PURPOSE: To produce an arylalkyl hydroperoxide in high concentration by oxidizing a specific arylalkyl hydrocarbon with an oxygen-containing gas in the presence of a specific catalyst in high conversion with suppressed decomposition of the subject hydroperoxide formed. CONSTITUTION: (A) A compound of the formula (R , R are each H, an alkyl; Ar is an n-valent aromatic hydrocarbon group; (n) is 1-3), for example, cumene, cymene, is oxidized with (C) an oxygen-containing gas, for example, air in the presence of a catalyst of (B) a polynuclear metal complex which is prepared by adding 2 moles of an alkaline earth metal hydroxide (B1 ) to an aqueous solution of 1 mole of a polydentate ligand such as 1,3-diamino-2-hydroxypropane- N,N,N',N'-tetraacetic acid, neutralizing the solution, adding 2 moles of a metal selected from Co, Ru, Cu, Cr, V and Fe to the solution, adding acetic anhydride thereto, then adding B1 excessively to make the solution alkaline, further adding hydrogen peroxide and a poor solvent for the metal complex to be formed.

    PRODUCTION OF ARYLALKYL HYDROPEROXIDE
    65.
    发明专利
    PRODUCTION OF ARYLALKYL HYDROPEROXIDE 失效

    公开(公告)号：JPH08169873A

    公开(公告)日：1996-07-02

    申请号：JP31360494

    申请日：1994-12-16

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： KAGAYAMA AKISHI ,  TAKAI TOSHIHIRO

    IPC: B01J31/22 ,  C07B61/00 ,  C07C407/00 ,  C07C409/08 ,  C07C409/10 ,  C07C409/12

    Abstract: PURPOSE: To produce an arylalkyl hydroperoxide by oxidizing a specific arylalkyl hydrocarbon with an oxygen-containing gas in the presence of a specific catalyst without formation of by-produces such as formic acid, acetic acid or the like in high conversion with suppressed decomposition of the subject hydroperoxides formed. CONSTITUTION: (A) A compound of the formula (R , R are each H, an alkyl; Ar is an n-valent aromatic hydrocarbon group; (n) is 1-3), for example, cumene, cymene, m-diisopropylbenzene, p-diisopropylbenzene, 1,3,5-triisopropylbenzene is oxidized with (C) an oxygen-containing gas, for example, air in the presence of a catalyst of (B) a trinuclear μ3 -oxomanganese complex of the formula: Mn3 O(RCOO)6 (L)3 [R is H, an alkyl, an aryl(alkyl); L is an (alkyl-substituted) pyridine or water] to give the objective peroxide.

    PRODUCTION OF OPTICALLY ACTIVE ACETAL
    66.
    发明专利
    PRODUCTION OF OPTICALLY ACTIVE ACETAL 失效

    公开(公告)号：JPH07247280A

    公开(公告)日：1995-09-26

    申请号：JP4085394

    申请日：1994-03-11

    Applicant: MITSUI PETROCHEMICAL IND

    Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  NAGATA TAKUJI ,  YAMADA TORU

    IPC: C07D317/12 ,  B01J27/08 ,  C07B53/00 ,  C07B61/00 ,  C07D317/72

    Abstract: PURPOSE:To obtain an optically active acetal useful as an intermediate for esp. dyes, medicines, agrochemicals, etc., in a signal step while keeping optical purity by reaction bewteen each specific optically active epoxide and ketone in the presence of a Lewis acid. CONSTITUTION:This compound is obtained by reaction between (A) an optically active epoxide of formula I[R -R each is H, a (substituted) alkyl or a (substituted) aryl; for C*s, at least one of them is asymmetric carbon atom] and (B) a ketone of formula II (two R are alkyls and may be mutually bound into a ring) (e.g. acetone, cyclopentanone) in the presence of (C) a Lewis acid classified as a hard acid according to HSAB principle (e.g. TiCl4, SbF5) pref. at -100 to 80 deg.C (esp. -90 to 0 deg.C).

    PRODUCTION OF LACTONE OR ESTER COMPOUND
    67.
    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
    68.
    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
    69.
    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).

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