公开(公告)号：JPH09309853A

公开(公告)日：1997-12-02

申请号：JP12669696

申请日：1996-05-22

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KATOU KOUJI ,  TSUKAMOTO KOJI

IPC: C07C41/16 ,  C07C41/20 ,  C07C43/115 ,  C07C43/14 ,  C07C43/15 ,  C07C43/162 ,  C07C43/166 ,  C07C43/168

Abstract: PROBLEM TO BE SOLVED: To provide a novel 2-(2-alkenyl)-1,3-dialkoxypropane useful as a starting substance for 2,2-disubstituted-1,3-dialkoxypropane which is useful as a lubricant, a metallic ion complex-forming agent and an organic solvent. SOLUTION: This novel compound is 2-(2-alkenyl)1,3-dialkoxypropane represented by formula I (R1 is a 1-18C alkyl, cycloalkyl, aryl, alkylaryl or arylalkyl; R2 -R6 are each H, a 1-18C alkyl, cycloalkyl, aryl, alkylaryl, arylalkyl or 2 or more of R1 -R6 may bond to form a cyclic structure; R7 and R8 are each a lower alkyl), typically 2-allyl-2-methyl-1,3-dimethoxypropane. The compound of formula I is prepared by allowing 2-(2-alkenyl)-1,3-propanediol of formula II to react with a lower alkyl sulfate or a lower alkyl halide in the presence of a base. The hydrogenation of the compound of formula I affords 1,3-dialkoxypropanes of formula III.

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：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：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.

公开(公告)号：JPH02209846A

公开(公告)日：1990-08-21

申请号：JP3076589

申请日：1989-02-09

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: C07C69/716

Abstract: NEW MATERIAL:Compounds of the formula (R and R are lower alkyl) and salts thereof. EXAMPLE:Methyl 2-formylacetoacetate. USE:A ligand for transition metal complexes or chelate compounds. Useful for production of cobalt complexes having an excellent oxidation-reduction activity and the resultant cobalt complexes can be used as a catalyst in production of a hydroxyl group-containing compound or a ketone from an olefin. PREPARATION:For example, an alkyl 2-alkoxymethylene-beta-ketoacetate is decomposed using an alkali or an alkyl beta-ketoacetate is reacted with an alkyl orthoformate and acetic anhydride to synthesize an alpha-alkoxymethylene-beta- ketoacetic acid. The synthesized compound is decomposed using an alkali without isolation, thus obtaining the objective compound of the formula.

公开(公告)号：JPH02191290A

公开(公告)日：1990-07-27

申请号：JP928689

申请日：1989-01-18

Applicant: MITSUI PETROCHEMICAL IND

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

IPC: C07D295/18 ,  B01J31/22 ,  C07B61/00 ,  C07C29/04 ,  C07C31/02 ,  C07C31/13 ,  C07C33/18 ,  C07C235/72 ,  C07F15/06

Abstract: NEW MATERIAL:A complex shown by formula I (R and R are lower alkyl and/or aryl; R and R are H, lower alkyl, etc.; R , R , R and R are H, aryl, etc.). EXAMPLE:Bis(1-piperidinocarbamoyl-4,4-dimethyl-1,3-pentanedionato)cobalt (II). USE:A catalyst useful for efficiently obtaining a hydroxyl group-containing compound from an olefin-based compound. When the olefin-based compound contains functional group, the functional group will not decompose. PREPARATION:First, a dicarbonyl compound (salt) shown by formula II is dissolved or dispersed into an alcohol and an aqueous solution of NaOH is dripped into the solution while stirring. Then the solution is reacted with a cobalt compound such as cobalt chloride at pH8-12 at 0-50 deg.C.

公开(公告)号：JPH01199957A

公开(公告)日：1989-08-11

申请号：JP2465188

申请日：1988-02-04

Applicant: MITSUI PETROCHEMICAL IND ,  DAINIPPON PHARMACEUTICAL CO

Inventor： KATOU KOUJI ,  ISHITOKU TAKESHI ,  IMUDA JUNICHI ,  NAKAMURA HIDEO ,  MOTOYOSHI SATORU

IPC: C07D307/79 ,  A61K31/34 ,  A61K31/343 ,  A61K31/35 ,  A61K31/352 ,  A61P17/00 ,  A61P37/08 ,  C07D307/80 ,  C07D307/85 ,  C07D311/58

Abstract: NEW MATERIAL:A compound of formula I [R , R are lower acyloxy, trimethylsilyloxy, H; a, b show the position of the groups of formulas II or III bonding to the benzene ring of formula I; X is formula II or III (R is lower alkyl, H; R is lower acyl, trimethylsilyl)]. EXAMPLE:5-Acetoxy-2-carboxyl-3-methyl-benzofuran. USE:Therapeutic agent for wounds such as injury, congelation, burning or hemorrhoid, and a variety of diseases caused by delayed type allergy. PREPARATION:The reaction of a compound of formula IV with a halogenated acetic acid is followed by decarboxylation. Then, the demethylation of the product is carried out with AlCl3, then acylation or trimethylsilylation is carried out to give the compound of formula I.

公开(公告)号：JPH0940599A

公开(公告)日：1997-02-10

申请号：JP19221695

申请日：1995-07-27

Applicant: MITSUI PETROCHEMICAL IND

Inventor： KATOU KOUJI ,  TSUKAMOTO KOJI

IPC: B01J23/42 ,  B01J23/44 ,  B01J27/04 ,  B01J27/08 ,  B01J27/16 ,  B01J31/02 ,  C07B61/00 ,  C07C41/50 ,  C07C43/303 ,  C07C45/51 ,  C07C45/62 ,  C07C47/02 ,  C07C47/21 ,  C07C47/228 ,  C07C47/232

Abstract: PROBLEM TO BE SOLVED: To suppress side reaction and produce a saturated aldehyde at a low cost and high yield by a new reaction path using a specific aldehyde and a specific alcohol as starting raw materials. SOLUTION: Aldehydes expressed by the formula, R CH2 CHO [R is a >=3C branched alkyl group, a >=5C cyclic alkyl group or an aryl group] are reacted with alcohols expressed by the formula, R R C=CR CR R OH [R to R are each hydrogen or >=1C alkyl group or an aryl group] in the presence of a dehydrating agent to produce acetals expressed by the formula, R CH2 CH(OCR R CR =CR R )2 which is then reacted in the presence of an acidic catalyst to produce 4-unsaturated aldehydes expressed by the formula, R R C=CR CR R CHR CHO and the unsaturated aldehydes are hydrogenated to produce the objective saturated aldehydes expressed by the formula, CHR R CHR CR R CHR CHO.