公开(公告)号：JPH07188243A

公开(公告)日：1995-07-25

申请号：JP32735793

申请日：1993-12-24

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: C07D493/04 ,  B01J31/22 ,  C07B61/00

Abstract: PURPOSE:To obtain an optically active chromene compound useful as a synthetic intermediate for pharmaceuticals, agrochemicals, etc., by reacting a chromene derivative in the presence of oxygen molecule, an aldehyde and a specific optically active manganese(III) complex catalyst. CONSTITUTION:This optically active compound of formula IV (* is optically active point) can be produced by reacting a chromene derivative of formula I (R , R and R each is H, an alkyl or an aryl; R is H, an alkyl, an aryl, cyano, nitro, etc.; (n) is 1-4) in the presence of oxygen molecule, an aldehyde of formula II (R , R and R each is H, an alkyl, etc.) and an optically active manganese(III) complex catalyst of formula III (R and R each is H, an alkyl, an aryl, etc.; R , R , R and R13 each is H, an alkyl, silyl, an aryl, etc.; X is an anion). An optically active chromene oxide having inverted absolute steric configuration can be produced by carrying out the reaction in the presence of a nitrogen-containing compound. The chromene compound is useful as an intermediate for an agent for the treatment of hypertension or asthma.

公开(公告)号：JPH0680656A

公开(公告)日：1994-03-22

申请号：JP23583092

申请日：1992-09-03

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: B01J31/22 ,  C07B53/00 ,  C07B61/00 ,  C07D301/06 ,  C07D303/04

Abstract: PURPOSE:To obtain the subject compound useful as a synthetic intermediate for medicines and agrichemicals, a raw material for ferroelectric liquid crystal, etc., by reacting an olefin compound with oxygen and an aldehyde in the presence of a specific optically active manganese complex catalyst. CONSTITUTION:A compound of formula I ((n) is 0 or 1; R to R are H, alkyl or aryl; R is H, alkyl, nitro or benzyloxy; (m) is 1-4) is reacted with oxygen molecule and an aldehyde of formula II (R to R are H or alkyl) in the presence of an optically active manganese (III) complex catalyst of formula III (R and R are H, alkyl or aryl; R to R are H, alkyl, trialkylsilyl, aryl, etc.; X is anion) in a solvent to give the subject compound of formula IV. Safe and inexpensive oxygen molecule is usable as the oxidizing agent.

公开(公告)号：JPH0525095A

公开(公告)日：1993-02-02

申请号：JP20363691

申请日：1991-07-19

Applicant: MITSUI PETROCHEMICAL IND

Inventor： FUJITA TERUNORI ,  KISO YOSHIHISA ,  NAGATA TAKUJI ,  IWASAKI HIROSHI

IPC: B01J27/08 ,  B01J27/232 ,  B01J31/12 ,  C07B61/00 ,  C07C68/00 ,  C07C69/96

Abstract: PURPOSE:To industrially and advantageously produce an aromatic carbonate in high selectivity. CONSTITUTION:A process for producing an aromatic carbonate which comprises thermally reacting with heating under pressure, an aromatic hydroxy compound with carbon monoxide and molecular oxygen in the presence of a catalyst comprising (a) at least one kind selected from the group consisting of palladium and palladium compounds; (b) at least one kind of cobalt compound; (c) at least one kind selected from the group consisting of organic halide compounds and inorganic halide compounds; and (d) a basic compound.

公开(公告)号：JPH09151143A

公开(公告)日：1997-06-10

申请号：JP25454596

申请日：1996-09-26

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  YOROZU KIYOTAKA ,  NAGATA TAKUJI ,  YAMADA TORU ,  SUGI KIYOAKI

IPC: C07D311/22 ,  B01J31/28 ,  C07B53/00 ,  C07B61/00 ,  C07C29/143 ,  C07C33/18 ,  C07C35/08 ,  C07C35/21 ,  C07C35/28 ,  C07C41/05 ,  C07C43/13 ,  C07D311/96

Abstract: PROBLEM TO BE SOLVED: To realize a method for producing an optically active alcohol useful as a synthetic intermediate for medicines, agrochemicals, etc., or as a raw material for liquid crystals, fine chemicals, etc., by using an easily handleable hydrid reducing agent in the presence of a new catalyst. SOLUTION: A ketone compound is reacted with a hydrid reagent in the presence of an optically active metal compound and preferably further in the presence of an alcohol compound to obtain the objective optically active alcohol. The objective optically active metal compound is preferably an optically active cobalt (II) complex of formula I (R , R are each H, an alkyl, an aryl; R and R may together form a ring, and R and R may also together form a ring; R and R are each H, an alkyl, an aryl, an acyl, an alkoxycarbonhyl), such as a compound of formula II or a compound of formula III. The compound of formula I is obtained e.g. by formylating a 1,3,-diketone derivative, subjecting the product to a dehydrative condensation reaction with a 1,2-diphenyldiamine derivative (optically active diamine) as an asymmetric source to form ligands, adding a cobalt (II) dichloride aqueous solution in the presence of NaOH and subsequently heating the mixture.

公开(公告)号：JPH08310981A

公开(公告)日：1996-11-26

申请号：JP7631595

申请日：1995-03-31

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  YOROZU KIYOTAKA ,  NAGATA TAKUJI ,  YAMADA TORU

IPC: C07D311/22 ,  B01J31/22 ,  C07B61/00 ,  C07C29/143 ,  C07C31/13 ,  C07C31/27 ,  C07C33/20 ,  C07C35/21 ,  C07D311/96

Abstract: PURPOSE: To obtain an optically active alcohol useful as pharmaceuticals, etc., using an easily handleable hydride as a reducing agent by reacting a ketone compound in the presence of an optically active metal compound as a catalyst. CONSTITUTION: This optically active alcohol is produced by reacting (A) a ketone compound with (B) a hydride reagent, preferably a metal hydride (e.g. aluminum lithium hydride) in the presence of (C) an optically active metal compound [preferably an optically active cobalt(II) complex expressed by formula I (R and R are each H, an alkyl, an aryl, etc.)]. The reaction is preferably carried out in the presence of (D) an alcohol compound (e.g. ethanol). The component A is e.g. 2,2-dimethylchromanone expressed by formula II (R to R are each an alkyl, a cycloalkyl or an aromatic substituent) and the reaction is carried out at -60 to 0 deg.C under atmospheric pressure for about 1-10 days.

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).

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.

公开(公告)号：JPH0558961A

公开(公告)日：1993-03-09

申请号：JP22705291

申请日：1991-09-06

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KISO YOSHIHISA ,  NAGATA TAKUJI ,  FUJITA TERUNORI ,  IWASAKI HIROSHI

IPC: B01J27/10 ,  B01J31/04 ,  B01J31/16 ,  C07B61/00 ,  C07C68/00 ,  C07C69/96

Abstract: PURPOSE:To produce an aromatic carbonate on an industrial scale in high selectivity at a low cost. CONSTITUTION:An aromatic carbonate is produced by heating and reacting an aromatic hydroxy compound, carbon monoxide and molecular oxygen under pressure in the presence of a catalyst consisting of (A) at least one component selected from palladium and palladium compounds, (B) at least one kind of cobalt compound and (C) at least one kind of alkali metal halide.

公开(公告)号：JPH04154743A

公开(公告)日：1992-05-27

申请号：JP27691090

申请日：1990-10-16

Applicant: MITSUI PETROCHEMICAL IND

Inventor： NAGATA TAKUJI ,  YASUHARA MITSUTATSU ,  FUJITA TERUNORI

IPC: B01J21/16 ,  C07B61/00 ,  C07C209/68 ,  C07C211/45

Abstract: PURPOSE:To obtain the subject compound useful as an intermediate for agricultural chemicals, dyeing assistant, etc., in high selectivity, conversion and yield by reacting an aniline compound with an olefin in liquid phase in the presence of a solid acid catalyst consisting of a cation-exchanged laminar compound. CONSTITUTION:The subject compound can be produced in high selectivity on an industrial scale at a low cost by reacting an aniline compound with an olefin in liquid phase in the presence of a solid acid catalyst consisting of a laminar compound exchanged with a cation, e.g. >=2-valent metallic ion selected from Al, Ca, Fe, Ni, Cu, Ga, In, Se, La, Zr and/or Ti, e.g. montmorillonite, bentonite, hectorite, taeniolite, saponite, vermiculite and/or tetrasilicic mica or a material produced by crosslinking the above laminar compound with a metal oxide such as alumina, zirconia, iron oxide or titanium oxide.

公开(公告)号：JPH0469366A

公开(公告)日：1992-03-04

申请号：JP18192790

申请日：1990-07-10

Applicant: MITSUI PETROCHEMICAL IND

Inventor： NAGATA TAKUJI ,  YASUHARA MITSUTATSU ,  TANIGUCHI KATSUO

IPC: C07C209/68 ,  C07B61/00 ,  C07C211/45

Abstract: PURPOSE:To prepare the subject compound useful as an intermediate for agricultural chemicals and additives in high selectivity without the generation of waste water by reacting aniline with 2-propanol and/or propylene in the presence of a specific catalyst in a gas phase. CONSTITUTION:Aniline is made to react with 2-propanol and/or propylene in a molar ratio of preferably (0.2-5):1 in the presence of a pentasil type crystalline aluminosilicate having ten-membered oxygen containing ring and a fine opening therein at 200-400 deg.C, preferably at 270-330 deg.C, in a gas phase to prepare the objective compound. The pentasil type crystalline aluminosilicate catalyst containing protons and having SiO2/Al2O3 ratio of