公开(公告)号：JPH05155923A

公开(公告)日：1993-06-22

申请号：JP31937291

申请日：1991-12-03

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  KANEDA MITSUHIRO ,  OUCHI KUNIHIRO ,  MINAMI SHUJI

IPC: C08F4/642 ,  C08F4/60 ,  C08F4/6592 ,  C08F10/00

Abstract: PURPOSE:To obtain a polymer having a narrow molecular weight distribution by using a catalyst prepared by combining a specified transition metal catalyst component with an organoaluminum(oxy) compound. CONSTITUTION:A transition metal complex compound of formula I [wherein M is Zr or Hf; R is 6C or higher aryl, naphthyl, fluorene or CR R R ; R to R are each H, alkyl, aryl or aralkyl, at least two of them are alkyl, aryl or aralkyl provided that the above alkyl, aryl or naphthyl may be substituted with alkyl or aryl or may have a substituent containing a heteroatom such as halogen, O, N, P, S or Si; R and R are each R , halogen or SO3R ; R is halogen or SO3R ; R is (halogen-substituted) alkyl, aryl or the like; c is alkyl; (n) is an integer), which may be branched or cyclic, and/or an oragnoaluminum compound.

公开(公告)号：JPH0532648A

公开(公告)日：1993-02-09

申请号：JP20097491

申请日：1991-08-09

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  YAMADA TORU ,  TAKAI TOSHIHIRO

IPC: B01J31/22 ,  C07B61/00 ,  C07D301/06 ,  C07D303/04 ,  C07D303/16 ,  C07D303/17 ,  C07D303/22

Abstract: PURPOSE:To obtain an epoxy group-containing compound under a mild reaction condition industrially at a low cost in high catalytic efficiency without using an expensive peracid, etc. CONSTITUTION:One or more compounds shown by formula I (R is straight-chain or branched alkyl or aryl which may contain substituent group; R and R are H, substituted or nonsubstituted alkyl or aryl; R and R , R and R and R to R may be bonded to form ring, respectively) formula II and formula III (R , R , R and R are lower alkyl, aryl, alkoxy, halogenated alkyl, COOR or CONR R ; R to R are alkyl or aryl; R and R are H, halogen, lower alkyl, aryl or arylalkyl which may contain substituent group and further R and R , R and R , R and R are bonded to form ring, respectively) are reacted with an oxygen-containing gas in the presence of a compound shown by the formula R CHO (R is each group in R or cycloalkyl which may contain substituent group) to give the objective compound shown by formula IV advantageously.

公开(公告)号：JPH054948A

公开(公告)日：1993-01-14

申请号：JP8672891

申请日：1991-04-18

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  KATOU KOUJI

IPC: B01J31/22 ,  B01J31/24 ,  C07B53/00 ,  C07B61/00 ,  C07C213/02 ,  C07C215/08 ,  C07C215/20 ,  C07C215/28 ,  C07C249/12 ,  C07C251/38 ,  C07C251/40 ,  C07C251/42 ,  C07C251/48

Abstract: PURPOSE:To obtain optically active aminoalcohols of various kinds of desired chemical structures useful as a drug and an optically active ligand of asymmetric synthesis reaction from a ketoxime by a simple process and in an extremely high optical yield. CONSTITUTION:A compound shown by formula 1 (R and R are 1-20C alkyl, cycloalkyl, aryl or these group may contain substituent group) is hydrogenated by using an optical activator of a compound shown by formula 2 (Fe is ferrocenyl; R is OH or NR R R and R5 are lower alkyl or cycloalkyl) and a monovalent rhodium complex in a molar ratio of about 1:1 preferably at 0-150 deg.C to give an optical activator of a compound shown by formula 3. Then this activator is reduced preferably with gaseous hydrogen or a metal hydride compound of boron or aluminum to give an optical activator of a compound shown by formula 4 by a simple process.

公开(公告)号：JPH04273867A

公开(公告)日：1992-09-30

申请号：JP3430691

申请日：1991-02-28

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: B01J31/22 ,  C07B61/00 ,  C07D301/06 ,  C07D303/38

Abstract: PURPOSE:To obtain the subject compounds useful, e.g. as an intermediate for synthesis of medical drugs and agricultural drugs by oxidizing an alpha,beta-unsaturated carbonyl compound using oxygen in the presence of specified vanadium compound and aldehyde. CONSTITUTION:A compound of formula I [R -R are H, alkyl, aryl or may be mutually bonded to form ring; R is formula II (R and R are H, alkyl, aryl or mutually bonded to form ring)] is reacted with an oxygen-containing gas in the presence of a vanadium compound of formula III or IV (R , R , R and R are lower alkyl, aryl, alkoxy, etc.; R and R are H, halogen, lower alkyl, aryl, etc.; R and R , R and R may be mutually bonded to form ring) and an aldehyde of formula R CHO (R is alkyl or aryl), as necessary, in a solvent (e.g. dichloroethane) at the ordinary pressure and at 0-100 deg.C, thus giving the objective compound of formula V.

公开(公告)号：JPH04169562A

公开(公告)日：1992-06-17

申请号：JP29422490

申请日：1990-10-31

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  KATOU KOUJI

IPC: B01J31/12 ,  B01J31/22 ,  C07B61/00 ,  C07C249/06 ,  C07C251/36 ,  C07C251/38 ,  C07C251/40 ,  C07C253/30 ,  C07C255/64

Abstract: PURPOSE:To obtain an oxime industrially and advantageously by reacting an alpha,beta-unsaturated ketone or an alpha,beta-unsaturated nitrile with an ester compound of nitrous acid in the presence of both a cobalt compound and an organosilicon compound. CONSTITUTION:An alpha,beta-unsaturated compound shown by formula V (R is H, alkyl, etc.; R is H, alkyl, etc.) is reacted with an ester compound of nitrous acid shown by formula VI in the presence of at least one selected from cobalt compounds shown by formula I (R is alkyl, etc.; R is H, alkanoyl, etc.; R and R are H or alkyl), formula II (R and R are H, alkyl, etc.; R and R are H, alkyl, etc.; R and R are, alkanoyl, etc.) and formula III and an organosilicon compound shown by formula IV (R and R are H, alkyl, etc.; R is H, alkyl, etc.) to give an oxime shown by formula VII. This method is a new reaction carried out in the presence of both the cobalt compound and the organosilicon compound.

公开(公告)号：JPH0489463A

公开(公告)日：1992-03-23

申请号：JP20370390

申请日：1990-07-31

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  KATOU KOUJI

IPC: B01J31/22 ,  C07B61/00 ,  C07C249/06 ,  C07C251/38 ,  C07C251/40 ,  C07F7/18

Abstract: PURPOSE:To obtain an oxime useful as a synthetic intermediate for amino acid, alpha-ketocarboxylic acid, etc., by reacting an alpha,beta-unsaturated carboxylic acid compound with a nitrous acid ester in the presence of a cobalt compound and an organic silicon compound. CONSTITUTION:The objective compound of formula VIII can be produced by reacting a compound of formula V [R is H, alkyl, cycloalkyl, COOR (R is alkyl, cycloalkyl or aryl), etc.; R is OR (R is H or R ), group of formula VI (R to R are R ), etc.] with a compound of formula VII (R is alkyl) in the presence of (A) at least one kind of compound selected from the compounds of formula I (R is alkyl, perfluoroalkyl, aryl, etc.; R is H, alkanoyl, etc.; R is H, alkyl, aryl, etc.; R16 and R are H or alkyl), formula II and formula III (R and R are R , H, etc.; R and R are H, alkyl, alkanoyl, etc.; R and R are R ) and (B) a compound of formula IV (R and R are H, straight- chain alkyl or aryl; R is H, alkyl or allyl).

公开(公告)号：JPH0477479A

公开(公告)日：1992-03-11

申请号：JP19202690

申请日：1990-07-20

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO ,  YAMADA TORU

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

Abstract: PURPOSE:To obtain the subject compound useful as a synthetic intermediate, etc., in high yield by reacting a double bond-containing compound with an oxygen-containing gas in the presence of alcohols using specific nickel compounds as a catalyst. CONSTITUTION:A double bond-containing compound expressed by formula I (R to R are H, alkyl or aryl) is reacted with an oxygen-containing gas in the presence of a primary alcohol or secondary alcohol, or both using at least one catalyst selected from nickel compounds expressed by formula II (R is lower alkyl or aryl; R is H or lower alkyl; R is lower alkyl) or formula III (R is lower alkyl or aryl ; R is H or lower alkyl ; R and R are lower alkyl) to afford an epoxy group-containing compound expressed by formula IV.

公开(公告)号：JPH03246288A

公开(公告)日：1991-11-01

申请号：JP1026190

申请日：1990-01-19

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  TAKAI TOSHIHIRO

IPC: B01J29/04 ,  B01J31/22 ,  C07B61/00 ,  C07D301/06

Abstract: PURPOSE:To selectively obtain the subject epoxy group-containing compound by reacting a specified compound containing an ethylenic double bond with an oxygen-containing gas using a specified nickel compound as a catalyst in the presence of a primary and/or secondary alcohol. CONSTITUTION:An ethylenic double bond-containing compound (e.g. 2- methyl-2-decene or cis-2-octene) of formula I (R -R are H, alkyl and aryl, provided that R and R , R and R may mutually bond and form ring) is reacted with an oxygen-containing gas using a nickel compound [e.g. bis(3- methylacetylacetonate)nickel] of formula II (R and R are lower alkyl and aryl; R is H, halogen, lower alkyl, aryl or arylalkyl, provided that R and R may mutually bond and form ring) as a catalyst in the presence of a primary and/or secondary alcohol, thus producing the objective compound of formula III.

公开(公告)号：JPH03135940A

公开(公告)日：1991-06-10

申请号：JP27348389

申请日：1989-10-20

Applicant: MITSUI PETROCHEMICAL IND

Inventor： MUKOYAMA MITSUAKI ,  KATOU KOUJI

IPC: C07D309/12 ,  B01J31/22 ,  C07B61/00 ,  C07C45/32 ,  C07C45/34 ,  C07C49/04 ,  C07C49/213 ,  C07C67/29 ,  C07C69/14 ,  C07D309/30

Abstract: PURPOSE:To safely produce a ketone in high efficiency and yield by using a specific cobalt complex as a catalyst and contacting a vinylsilane with an oxygen-containing gas in the presence of a secondary alcohol. CONSTITUTION:The objective ketone of formula II is produced by contacting a vinylsilane of formula I (R is alkyl, aryl, cycloalkyl, arylalkyl or alkoxy; R and R are H, alkyl, aryl or arylalkyl; R to R may together with other group form a ring) with an oxygen-containing gas in the presence of a secondary alcohol using a catalyst consisting of a cobalt complex of formula III (R , R , R and R are H, alkyl, cycloalkyl, aryl, alkoxyalkyl, etc.; R and R are H, halogen, alkyl, etc.) [e.g. bis(1-pentafluorophenyl-1,3-butanedionato)cobalt]. The oxidation reaction can be safely carried out under extremely mild condition.

公开(公告)号：JPH0352833A

公开(公告)日：1991-03-07

申请号：JP18819889

申请日：1989-07-20

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: B01J31/22 ,  C07B61/00 ,  C07C27/00 ,  C07C29/04 ,  C07C31/20 ,  C07C33/26 ,  C07C67/29 ,  C07C69/76 ,  C07C69/80 ,  C07C69/82

Abstract: PURPOSE:To prepare a polyol especially useful as a raw material for polymers or a raw material for synthesizing other chemical compounds in a high conversion and in a high yield by reacting a polyene with an oxygen-containing gas in the presence of a specific cobalt complex catalyst and a secondary alcohol. CONSTITUTION:A polyene of formula I, II or III [R to R are H, lower alkyl or aryl; m, p, s and u are 0-6; m+p and s+u are 2-6, l>=1, n>=1; q>=0, t>=0 (when the position of formula II is ortho position, q and/or t are >=1); 0 =1, y>=1; X is O, CO, OCO, COO, etc.,] is reacted with an oxygen-containing gas in the presence of a catalyst of formula IV (R , R , R and R are H, lower alkyl, aryl or perfluoroalkyl; R and R are H, lower alkyl, halogen, etc., but cases of R =R =R =R =CF3 and R =R are excluded) in the presence of a secondary alcohol to provide a polyol advantageously.