公开(公告)号：JPH06345674A

公开(公告)日：1994-12-20

申请号：JP13750193

申请日：1993-06-08

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA

IPC: B01J23/745 ,  B01J23/74 ,  C07B61/00 ,  C07C29/149 ,  C07C31/20

Abstract: PURPOSE:To obtain a glycol by reaction between a lactone and hydrogen using such a catalyst as to be nontoxic to human body and have no adverse environmental effects after use. CONSTITUTION:The objective glycol can be obtained by reaction between a lactone and hydrogen in the presence of a multiple oxide catalyst made up of copper, iron and aluminum. With this method, a diol can be produced in an industrially advantageous way from a lactone and hydrogen in the presence of a catalyst comprising copper-iron-aluminum without risks of environmental pollution due to toxic metallic components.

公开(公告)号：JPH06277517A

公开(公告)日：1994-10-04

申请号：JP16645393

申请日：1993-06-10

Applicant: DAICEL CHEM

Inventor： MIYAKE HIROTO ,  TANAKA YASUTAKA ,  FUJIWARA KEISUKE ,  ODA SHINGO

IPC: B01J27/122 ,  B01J27/32 ,  C07B61/00 ,  C07C68/00 ,  C07C69/96

Abstract: PURPOSE:To simply and efficiently recover a copper halide catalyst deteriorated in the catalyst activity. CONSTITUTION:The copper halide catalyst such as cuprous chloride used in an oxidized carbonyl reaction is treated with carbon monoxide under conditions of about 1-50 atm carbon monoxide partial pressure and at about 50-200 deg.C. hydroxy halogenated copper produced in the catalyst reaction is converted to copper halide faster by the carbon monoxide. When it is treated with carbon monoxide under coexistence of halogen or hydrogen halide, the recovering efficiency is further enhanced. When a diester carbonate is produced by reacting an alcohol such as methanol, etc., with carbon monoxide and oxygen under the presence of the copper halide catalyst, the deterioration of the catalyst activity is restrained, if halogen or hydrogen halide coexists, and the diester carbonate is produced with high selective ratio and with high yield. Hydrogen chloride, etc., are contained in the halogen or hydrogen halide.

公开(公告)号：JPH0625088B2

公开(公告)日：1994-04-06

申请号：JP10640386

申请日：1986-05-09

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA ,  TSUJI YASUO ,  KOJIMA HIDETAKA

IPC: C07C57/30 ,  B01J27/13 ,  B01J31/04 ,  B01J31/20 ,  C07B61/00 ,  C07C51/00 ,  C07C51/12 ,  C07C67/00

公开(公告)号：JPH05320098A

公开(公告)日：1993-12-03

申请号：JP15577192

申请日：1992-05-22

Applicant: DAICEL CHEM

Inventor： MIYAKE HIROTO ,  TANAKA YASUTAKA ,  ODA SHINGO

IPC: B01J27/122 ,  B01J27/13 ,  B01J27/138 ,  B01J31/12 ,  C07B61/00 ,  C07C68/00 ,  C07C69/96

Abstract: PURPOSE:To produce a carbonic acid ester while stably keeping high catalytic activity in such a manner so to remarkably suppress a by-product of oxalic acid salt and simultaneously prevent deposition of an alkali earth metal salt. CONSTITUTION:An alcohol is made to react with carbon monoxide and oxygen in the presence of a catalyst in a liquid phase. The catalyst is composed of a platinum group compound, e.g. palladium, a weak acid salt or halide of copper and a weak acid salt or halide of an alkaline earth metal. This reaction is carried out while continuously feeding an alcohol and a raw material gas containing a catalyst under a condition where logarithmic average partial pressure pco of carbon monoxide of foam in a reaction liquid expressed by the following formula is and continuously pulling out the reaction liquid and gas from the reaction system: logarithmic average partial pressure pco=(a-b)/ln(a/b) [wherein a is (total pressure-vapor pressure of liquid component)X(molar fraction of carbon monoxide in feed gas component) and b is (total pressure-vapor pressure of liquid component)X(molar fraction of carbon monoxide in of gas component).

公开(公告)号：JPH0517410A

公开(公告)日：1993-01-26

申请号：JP17109691

申请日：1991-07-11

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA ,  SUGAWARA MICHIHIRO ,  ODA SHINGO ,  KOJIMA HIDETAKA

IPC: B01J27/122 ,  B01J27/138 ,  C07B61/00 ,  C07C68/00 ,  C07C69/96

Abstract: PURPOSE:To obtain a carbonic acid ester from an alcohol, CO and O2 on an industrial scale at a low cost by using a cupric halide catalyst in combination with hydroxide of an alkali metal or alkaline-earth metal and optionally with halide of alkali or alkaline earth metal, etc. CONSTITUTION:A carbonic acid ester is produced by reacting an alcohol (preferably methanol) with carbon monoxide and oxygen in the presence of a catalyst system consisting of (A) a cupric halide such as CuCl2, (B) an alkali metal or an alkaline-earth metal hydroxide (e.g. LiOH) and optionally (C) an alkali metal or an alkaline-earth metal halide (e.g. LiCl). The addition of the alkali metal or alkaline-earth metal hydroxide to the catalyst is effective for suppressing the by-production of methyl chloride and dimethyl ether. The deposition of a copper compound can be suppressed by the addition of the halide. The present process is advantageous because the reactional product can be treated as a homogeneous solution even after the reaction.

公开(公告)号：JPS63162654A

公开(公告)日：1988-07-06

申请号：JP30987586

申请日：1986-12-26

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA

IPC: B01J27/13 ,  B01J27/00 ,  B01J31/00 ,  B01J31/04 ,  B01J31/20 ,  C07B61/00 ,  C07C51/00 ,  C07C51/12 ,  C07C51/487 ,  C07C57/30 ,  C07C67/00

Abstract: PURPOSE:To improve purity readily in obtaining the titled compound as a drug by adding an extracting solvent to a reaction product of an alpha-phenylethyl alcohol derivative and carbon monoxide and separating the solution into two phases, by adding an alkali aqueous solution to an upper phase. CONSTITUTION:An alpha-phenylethyl alcohol derivative shown by formula I (R is H, alkyl, alkenyl or aryl) is reacted with carbon monoxide in the presence of a rhodium catalyst and an iodine compound in a solvent such as preferably 1,4-dioxane, etc., at 30-130 deg.C to give a reaction solution containing an alpha- phenylpropionic acid derivative shown by formula II. Then the reaction solution is incorporated with water or water and an oxygen-containing organic compound (e.g. acetic acid, etc.) as an extracting solvent and separated into two phases. An upper phase solution after the separation is mixed with an alkali aqueous solution, the compound shown by formula II is extracted as an alkali salt in the aqueous solution and further mixed with an acid to isolate the aimed compound.

公开(公告)号：JPS63159341A

公开(公告)日：1988-07-02

申请号：JP31386886

申请日：1986-12-24

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA ,  KOJIMA HIDETAKA

IPC: B01J27/13 ,  B01J27/00 ,  C07B61/00 ,  C07C51/00 ,  C07C51/12 ,  C07C51/48 ,  C07C57/30 ,  C07C67/00

Abstract: PURPOSE:To obtain the titled compound in high efficiency, recycling a rhodium catalyst, by reacting an alpha-phenylethyl alcohol derivative with CO in the presence of a specific catalyst, adding a specific extraction solvent to the reaction mixture and separating the system into two phases. CONSTITUTION:An alpha-phenylethyl alcohol derivative of formula I (R is H, alkyl, alkenyl or aryl) is made to react with CO in the presence of a rhodium catalyst such as RhCl2 and an iodine compound cocatalyst such as I2 in a reaction solvent (preferably hexane, etc.) preferably at 60-100 deg.C to obtain a reaction mixture containing an alpha-phenylpropionic acid derivative of formula II. Water or water and an oxygen-containing organic compound such as acetic acid are added as extraction solvent to the reaction mixture and the system is separated into two phases comprising a phase containing the reaction product and a phase containing water. The rhodium catalyst in the water-containing phase is reused in the above process. The objective compound of formula II useful as a drug having drug actions such as antiinflammatory action, antipyretic action, can be produced by this process on an industrial scale at a low cost.

公开(公告)号：JP2000038384A

公开(公告)日：2000-02-08

申请号：JP22371398

申请日：1998-07-23

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA ,  SHIMADA GIICHI

IPC: C07D317/26 ,  C07D319/06 ,  C07D321/00 ,  C07D321/06 ,  C07D321/12

Abstract: PROBLEM TO BE SOLVED: To obtain the subject monoacetal compound in a high yield by specifying an initial distillation temperature on isolating glutaraldehyde monoacetal by a distillation from a crude reaction liquid obtained after reacting dihydropyranes with a diol. SOLUTION: This glutaraldehyde monoacetal of formula II is obtained by reacting 2-Y-3, 4-dihydro-2H-pyrane of formula I (Y is hydroxy, an alkoxy or the like) or its nuclear-substituted derivative with a diol of the formula: HOROH [R is a 1-10C (un) saturated hydrocarbon], (suitably ethylene glycol or 1, 2-propylene glycol). In isolating the compound of the formula II after the reaction, an initial distillation operation for removing a low boiling component from the crude reaction liquid, is conducted while maintaining the temperature of the distillation bottom liquid at 100-200 deg.C, preferably at 130-180 deg.C. The reaction of the compound of the formula I with the diol, is preferably performed by using a sulfonic acid type cation exchange resin as a catalyst at 30-150 deg.C. The distillation of the crude reaction liquid is preferably performed after the removal of the catalyst.

公开(公告)号：JPH11209346A

公开(公告)日：1999-08-03

申请号：JP2048598

申请日：1998-01-16

Applicant: DAICEL CHEM

Inventor： SAITO MORIHITO ,  TANAKA YASUTAKA

IPC: C07D213/09 ,  B01J21/12 ,  C07B61/00 ,  C07D213/10

Abstract: PROBLEM TO BE SOLVED: To provide a method for producing pyridine bases, which improves selectivity of picoline in the bases. SOLUTION: This method is to condens an aliphatic aldehyde and ammonia in the vapor phase in the presence of a solid acidic catalyst, preferably zeolite having a control index of 1 to 12, metal-impregnated silica-alumina catalyst or the like, to form a pyridine base, wherein the aliphatic aldehyde has an acrolein/aldehyde molar ratio of 2.5 or more.

公开(公告)号：JPH09194427A

公开(公告)日：1997-07-29

申请号：JP2468696

申请日：1996-01-18

Applicant: DAICEL CHEM

Inventor： TANAKA YASUTAKA ,  FUKUYA KAZUAKI

IPC: B01J23/755 ,  B01J25/02 ,  C07B61/00 ,  C07C67/283 ,  C07C69/02

Abstract: PROBLEM TO BE SOLVED: To produce a saturated ester known as an industrially important compound frequently used as a solvent or a reaction solvent in high yield accompanying little decomposition reaction by hydrogenating an ester containing unsaturated group in the presence of a specific catalyst. SOLUTION: An ester containing an unsaturated group and expressed by the formula (R1 to R5 are each a 1-10C alkyl; R6 is a 1-10C alkyl) is hydrogenated by using a hydrogenation catalyst containing 10-100wt.% of nickel. The hydrogenation catalyst is preferably a Raney-nickel or a supported nickel. The compound of the formula is preferably allyl acetate, crotyl acetate, methallyl acetate, allyl propionate, crotyl propionate, etc., and the reaction temperature is preferably 30-200 deg.C. The reaction is preferably carried out under atmospheric pressure in the case of a gaseous phase reaction and under 15-50kg/cm pressure in the case of a liquid-phase reaction. The present process does not necessitate a complicate reaction apparatuses and reaction steps, the catalyst is easily available because it contains inexpensive nickel as a main compound and, accordingly, the objective saturated ester can be produced at a low cost.