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公开(公告)号:JP2000086566A
公开(公告)日:2000-03-28
申请号:JP25309699
申请日:1999-09-07
Applicant: BASF AG
Inventor: OOST CARSTEN , STROEZEL MANFRED , ETZRODT HEINZ , DIETMAR WELLER , BOCKSTIEGEL BERNHARD DR , REIMER KLAUS , KAIBEL GERD DR , JAEDICKE HAGEN DR
IPC: B01J31/14 , B01D3/00 , B01D3/14 , B01D3/32 , B01J10/00 , B01J19/24 , C07B61/00 , C07C45/67 , C07C45/68 , C07C45/82 , C07C49/203 , C07C67/54 , C07C69/72
Abstract: PROBLEM TO BE SOLVED: To continuously produce an unsaturated ketone in high yield for a short time in a single reactor without using a medium-boiling material by reacting an unsaturated alcohol with an alkyl acetoacetate in the presence of an organic aluminum compound. SOLUTION: The purpose of this invention is achieved by reacting an unsaturated alcohol of formula I [R1 is a 1-4C alkyl; R2 is a (methoxy-substituted) (1-37C) aliphatic hydrocarbon group or the like] with an alkyl acetoacetate of formula II (R3 is a 1-5C alkyl) on the internal structure of a rectifier to form an acetoacetate of an unsaturated alcohol, by separating an alcohol of the formula R3-OH from the overhead flow of the rectifier, and (A) by making the resultant acetoacetate of an alcohol of formula I rearrange into an unsaturated ketone of formula III in the presence of an organic aluminum compound (pref. an aluminum trialkoxide) in the lower part of the rectifier and/or (B) by feeding carbon dioxide formed each time at the bottom of the rectifier to the overhead flow through the rectifier and by separating an unsaturated ketone of formula III from the rectifier through the bottom.
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公开(公告)号:JP2000178221A
公开(公告)日:2000-06-27
申请号:JP32563599
申请日:1999-11-16
Applicant: BASF AG
Inventor: OOST CARSTEN , STROEZEL MANFRED , ETZRODT HEINZ , DIETMAR WELLER , RHEUDE UDO , KAIBEL GERD , KRUG THOMAS , SPISKE LUISE , HAGEN IEEDIKKE
IPC: B01J31/14 , C07B61/00 , C07C45/67 , C07C45/74 , C07C49/203
Abstract: PROBLEM TO BE SOLVED: To produce the subject compound useful as an intermediate capable of producing isophytol of a precursor of an essential vitamin E in higher selectivity and higher space time yield by reacting a corresponding α,β-unsaturated alcohol with an alkyl acetoacetate by Carroll reaction. SOLUTION: (A) A corresponding α,β-unsaturated alcohol of formula II is reacted with (B) an alkyl acetoacetate of formula II (R3 is a 1-4C alkyl) in the presence of (C) 0.1-5 mol% organoaluminum compound as a catalyst in a reactor with a fractionating column while eliminating and continuously removing an alcohol of the formula R3-OH and produced carbon dioxide by distillation, and while introducing the components A and C to the reactor, further a calculated amount of the component B thereto preferably at 175-220 deg.C reaction temperature to provide the objective unsaturated ketone of formula I [a dotted line represents an additional C-C bond; R1 is a 1-4C alkyl; R2 is a 4-30C (un)saturated aliphatic or the like].
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公开(公告)号:JP2003026620A
公开(公告)日:2003-01-29
申请号:JP2002130876
申请日:2002-05-02
Applicant: Basf Ag , ビーエーエスエフ アクチェンゲゼルシャフト
Inventor: ANSMANN ANDREAS , HENKELMANN JOCHEM , KINDLER ALOIS , ETZRODT HEINZ , OOST CARSTEN , STUTZ SUSANNE , TRAGUT CHRISTIAN , BOCKSTIEGEL BERNHARD , REIMER KLAUS , STROEZEL MANFRED , DOBLER WALTER
IPC: B01J23/44 , B01J23/50 , B01J35/04 , B01J35/06 , B01J37/02 , C07B61/00 , C07C29/17 , C07C29/32 , C07C29/42 , C07C33/02 , C07C33/048 , C07C45/48 , C07C45/62 , C07C45/67 , C07C49/203
CPC classification number: C07C49/203 , B01J23/44 , B01J23/50 , B01J35/04 , B01J35/06 , B01J37/0225 , C07C29/17 , C07C29/42 , C07C45/62 , C07C45/676 , C07C33/02 , C07C33/048 , C07C49/04
Abstract: PROBLEM TO BE SOLVED: To provide a method for producing a higher α,β-unsaturated alcohol in which engineering is easily performed. SOLUTION: This method for producing the alcohol represented by formula Ia or Ib [R is a 1-4C alkyl group; R is a group of formula II (R is hydrogen or a 1-4C alkyl group; a broken line is an additional double bond; and n is 0 or 1-6), hydrogen, or a saturated alkyl group] comprises (a) mono-ethynylating a ketone or formula: R -CO-CH2 -R in ammonia solution by using a basic catalyst, (b) optionally hydrogenating the alcohol of formula Ib on a Pd catalyst, and (c) subjecting the hydrogenated product to a purification distillation, and if necessary, reacting Ia or Ib produced by the steps (a) to (c) or by the steps (a) and (c) with an alkyl acetoacetate of formula IV [R is a 1-4C alkyl group], or a diketene to provide a methyl ketone, and using the ketone as a starting material in the steps (a) to (c).
Abstract translation: 要解决的问题:提供一种制造其中易于进行工程的较高α,β-不饱和醇的方法。 解决方案:用于制备由式Ia或Ib表示的醇的方法[R 1]是1-4C烷基; R 2是式II的基团(R 3是氢或1-4C烷基;虚线是另外的双键; n是0或1-6),氢或饱和烷基 基团]包括(a)通过使用碱性催化剂在氨溶液中使酮或式:R 1 -CO-CH 2 -R 2单乙炔基化,(b)任选地在Pd催化剂上氢化式Ib的醇 和(c)使氢化产物进行纯化蒸馏,如果需要,使由步骤(a)至(c)或步骤(a)和(c)制备的Ia或Ib与式 IV [R 5是1-4C烷基]或二烯酮以提供甲基酮,并且在步骤(a) - (c)中使用酮作为原料。
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公开(公告)号:JP2000159721A
公开(公告)日:2000-06-13
申请号:JP33329199
申请日:1999-11-24
Applicant: BASF AG
Inventor: OOST CARSTEN , STROEZEL MANFRED , ETZRODT HEINZ , DIETMAR WELLER , KAIBEL GERD DR , HAGEN IEEDIKKE
Abstract: PROBLEM TO BE SOLVED: To obtain an unsaturated ketone in a high yield by subjecting a specific α,β-unsaturated alcohol and an alkyl acetoacetate to a Carol reaction in the presence of an organic aluminum compound in the absence of a solvent at a specific reaction temperature. SOLUTION: This method for producing an unsaturated ketone of formula III (the dotted line is an additional C-C bond; R1 is a 1-2C alkyl; R2 is a 1-4C alkyl) comprises reacting (A) an α,β-unsaturated alcohol of formula I with (B) an alkyl acetoacetate of formula II in the presence of (C) an organic aluminum compound in a reactor system having a rectifier connected thereto, while continuously removing an alcohol of the formula: R3OH released from the alkyl acetoacetate during the release reaction and during the Carol reaction. In the reaction, the component A has a boiling point of
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公开(公告)号:JP2001181224A
公开(公告)日:2001-07-03
申请号:JP2000385366
申请日:2000-12-19
Applicant: BASF AG
Inventor: REIMER KLAUS , KAIBEL GERD DR , KAMMEL ULRICH , BROECKER FRANZ JOSEF DR , ANSMANN ANDREAS , ETZRODT HEINZ , STROEZEL MANFRED , HAAKE MATHIAS , LAUPICHLER LOTHAR , BOCKSTIEGEL BERNHARD DR
IPC: B01J23/44 , B01J23/50 , B01J35/04 , B01J35/06 , B01J37/02 , B01J37/08 , C07B61/00 , C07C5/09 , C07C29/17 , C07C33/02 , C07C33/03
Abstract: PROBLEM TO BE SOLVED: To provide a method for producing an alkene by partially hydrogenating a 10-30C alkyne. SOLUTION: A palladium compound or, if needed, other metal ion is applied to a heat treated and cooled support material by impregnating a solution containing a palladium salt or, if needed, other metal ion and subsequent drying and 10-2,000 ppm of carbon monoxide (CO) is added or a corresponding amount of CO is generated by a slight decomposition of a compound capable of releasing CO under the reaction condition and added to the reaction mixture.
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公开(公告)号:JP2000001457A
公开(公告)日:2000-01-07
申请号:JP10037799
申请日:1999-04-07
Applicant: BASF AG
Inventor: AQUILA WERNER DR , POX ROLAND , ETZRODT HEINZ
IPC: C07D311/72 , B01J31/04 , C07B61/00 , C07C67/46 , C07C69/14 , C07C69/145 , C07C69/157
Abstract: PROBLEM TO BE SOLVED: To provide a method for producing linalyl acetate by reacting linalool with ketene in the presence of a catalyst, capable of producing the linalyl acetate in remarkably good yield, space time yield and purity advantageously in laboratory and industrial scales, while avoiding the defects of known methods. SOLUTION: This method for producing an acetate ester comprises reacting an organic compound having one or more hydroxyl groups with ketene in the presence of a catalyst. Therein, the reaction is carried out by reacting the organic compound with the ketene in a molar amount approximately coincident with the number of the hydroxyl groups existing in the organic compound in the presence of a carboxylic acid zinc salt or a zinc compound forming zinc acetate under the reaction conditions with vigorous stirring.
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公开(公告)号:JPH11199537A
公开(公告)日:1999-07-27
申请号:JP29670098
申请日:1998-10-19
Applicant: BASF AG
Inventor: ETZRODT HEINZ , DIETMAR WELLER , OOST CARSTEN , JAEDICKE HAGEN , STROEZEL MANFRED , BOCKSTIEGEL BERNHARD DR
Abstract: PROBLEM TO BE SOLVED: To easily obtain the subject compound useful as a precursor of vitamin E or the like with almost no production of byproducts by reacting a specific allyl alcohol with a specific diketene or the like in the presence of a specific aluminum catalyst by Carroll reaction. SOLUTION: This compound of formula III is obtained by reacting (A) an allyl alcohol of formula I (R is H or the like) with (B) a diketene or an acetoacetic acid alkyl ester of formula II (R is a 1-5C alkyl) by using (C) an aluminum compound which has one or more groups of acetoacetic acid alkyl ester and one or two of alkoxyl groups, or an acetoacetic acid alkyl ester group esterified with specifically secondary butanol or isobutanol or esterified with two or more different alkanols and is a stable liquid at ambient temperature, or a mixture of such aluminum compounds as a catalyst by a modified or unmodified Carroll reaction.
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公开(公告)号:AT224349T
公开(公告)日:2002-10-15
申请号:AT99122636
申请日:1999-11-13
Applicant: BASF AG
Inventor: OOST CARSTEN , STROEZEL MANFRED , ETZRODT HEINZ , WELLER DIETMAR , RHEUDE UDO , KAIBEL GERD , KRUG THOMAS , SPISKE LUISE , JAEDICKE HAGEN
IPC: B01J31/14 , C07B61/00 , C07C45/67 , C07C45/74 , C07C49/203
Abstract: Preparation of unsaturated ketones by reaction of the corresponding alpha , beta -unsaturated alcohol with an alkyl acetoacetate compound in the presence an organo-aluminum catalyst at constant temperature, with separation and continuous removal of CO2 and alcohol formed. Preparation of unsaturated ketones of formula (I) by reaction of the corresponding alpha , beta -unsaturated alcohol of formula (II) with an alkyl acetoacetate compound of formula (III) in the presence of 0.1-5 mole% (based on (III)) of an organo-aluminum catalyst with separation and continuous distillative removal of CO2 and alcohol of formula R3OH formed during reaction, in a reactor containing a fractionation column, where: (A) (II) is added to the reaction mixture together with the organic catalyst without additional solvent and (III) is then added to this mixture; (B) the reaction temperature is kept constant between 175-220 degrees C; (C) the content of (III) is kept at a constant level between 0.1-10 wt.% during the reaction. R1, R3 = 1-4C alkyl; R2 = 4-30C aliphatic, cycloaliphatic or cycloaliphatic-aliphatic; a, b = optional additional bonds.
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公开(公告)号:ES2183469T3
公开(公告)日:2003-03-16
申请号:ES99122636
申请日:1999-11-13
Applicant: BASF AG
Inventor: OOST CARSTEN , STROEZEL MANFRED , ETZRODT HEINZ , WELLER DIETMAR , RHEUDE UDO , KAIBEL GERD
IPC: B01J31/14 , C07B61/00 , C07C45/67 , C07C45/74 , C07C49/203
Abstract: Preparation of unsaturated ketones by reaction of the corresponding alpha , beta -unsaturated alcohol with an alkyl acetoacetate compound in the presence an organo-aluminum catalyst at constant temperature, with separation and continuous removal of CO2 and alcohol formed. Preparation of unsaturated ketones of formula (I) by reaction of the corresponding alpha , beta -unsaturated alcohol of formula (II) with an alkyl acetoacetate compound of formula (III) in the presence of 0.1-5 mole% (based on (III)) of an organo-aluminum catalyst with separation and continuous distillative removal of CO2 and alcohol of formula R3OH formed during reaction, in a reactor containing a fractionation column, where: (A) (II) is added to the reaction mixture together with the organic catalyst without additional solvent and (III) is then added to this mixture; (B) the reaction temperature is kept constant between 175-220 degrees C; (C) the content of (III) is kept at a constant level between 0.1-10 wt.% during the reaction. R1, R3 = 1-4C alkyl; R2 = 4-30C aliphatic, cycloaliphatic or cycloaliphatic-aliphatic; a, b = optional additional bonds.
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公开(公告)号:DE19962907A1
公开(公告)日:2001-07-05
申请号:DE19962907
申请日:1999-12-23
Applicant: BASF AG
Inventor: REIMER H KLAUS , KAIBEL GERD , KAMMEL ULRICH , BROECKER FRANZ JOSEF , ANSMANN ANDREAS , ETZRODT HEINZ , STROEZEL H MANFRED , HAAKE MATHIAS , LAUPICHLER LOTHAR , BOCKSTIEGEL BERNHARD
IPC: B01J23/44 , B01J23/50 , B01J35/04 , B01J35/06 , B01J37/02 , B01J37/08 , C07B61/00 , C07C5/09 , C07C29/17 , C07C33/02 , C07C33/03 , C07B35/02
Abstract: Production of alkenes by liquid-phase hydrogenation of alkynes containing 10-30 carbon (C) atoms comprises using a monolithic supported palladium catalyst and hydrogen containing 10-2000 ppm carbon monoxide (CO). Production of alkenes by liquid-phase hydrogenation of alkynes containing 10-30 C atoms at 20-250 degrees C and a hydrogen partial pressure of 0.3-200 bar comprises: (a) using a fixed bed of a catalyst prepared by calcining a support material in air, cooling it, impregnating it with a solution containing a palladium salt and optionally other metal ions, drying the product and shaping it into a monolithic catalyst element; and (b) either adding 10-2000 ppm CO to the hydrogen or generating an equivalent amount of CO by adding a CO-releasing compound to the liquid phase.
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