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    CONTINUOUS INDUSTRIAL PRODUCTION OF ALDEHYDE
    2.
    发明专利
    CONTINUOUS INDUSTRIAL PRODUCTION OF ALDEHYDE 失效

    公开(公告)号：JPH10338656A

    公开(公告)日：1998-12-22

    申请号：JP14286798

    申请日：1998-05-25

    Applicant: BASF AG

    Inventor： AQUILA WERNER DR ,  FUCHS HARTWIG ,  WOERZ OTTO DR ,  RUPPEL WILHELM DR ,  HALBRITTER KLAUS DR

    IPC: B01J23/52 ,  B01J8/02 ,  B01J8/08 ,  C07B61/00 ,  C07C45/38 ,  C07C45/67 ,  C07C47/21 ,  C07C47/22

    Abstract: PROBLEM TO BE SOLVED: To profitably obtain the subject aldehyde in a good yield by subjecting an unsaturated aliphatic alcohol and an oxygen-containing gas to an oxidative dehydrogenation reaction in a bundle reactor. SOLUTION: This method for continuously and industrially producing an aldehyde of formula II comprises passing an oxygen-containing alcohol vapor comprising the vapor of a 3-alkyl-buten-1-ol of formula I (R is H; R is isoprenal, or R and R together forms a prenal group) and an oxygen-containing gas through a silver-carried catalyst layer having a thickness of at least 0.5 cm at a temperature which is higher than the dew point of the alcohol but lower than a reaction-starting temperature, bringing the passed vapor into contact with a silver-carried catalyst in parallel plural reaction pipes each having an inner diameter of about 0.5-3 cm and a length of at least 5 cm and heated with a liquid thermal medium flowing around the reaction pipes at 300-600 deg.C to subject the vapor to an oxidative dehydrogenation reaction, immediately cooling the reaction gas and subsequently separating the aldehyde of formula II from the obtained condensed product.

    PRODUCTION OF CITRAL
    3.
    发明专利
    PRODUCTION OF CITRAL 失效

    公开(公告)号：JP2000119211A

    公开(公告)日：2000-04-25

    申请号：JP28441399

    申请日：1999-10-05

    Applicant: BASF AG

    Inventor： THERRE JOERG DR ,  KAIBEL GERD DR ,  AQUILA WERNER DR ,  WEGNER GUENTER ,  FUCHS HARTWIG

    IPC: B01J27/16 ,  C07B61/00 ,  C07C41/28 ,  C07C43/15 ,  C07C45/37 ,  C07C45/51 ,  C07C45/54 ,  C07C45/67 ,  C07C47/21 ,  C07C49/203

    Abstract: PROBLEM TO BE SOLVED: To provide a method for producing citral in a high yield by continuously distilling out formed intermediate compounds, such as prenol, as well as the citral from a reaction mixture during reactions, and heating the intermediate compounds at a specified temperature, when a specific acetal is thermally decomposed to form the prenol and the dienyl ether, and then the formed ether is subjected to Claisen rearrangement and subsequently to Cope rearrangement. SOLUTION: This method for producing citral of formula V comprises thermally decomposing (A) 3-methyl-2-buten-1-al-diprenyl acetal of formula I, if necessary, in the presence of an acidic catalyst, to form (B) prenol of formula II and (C) a compound of formula III, subjecting the formed compound of formed III to Claisen rearrangement to obtain (D) formylhexadiene of formula IV, and subsequently subjecting the obtained compound to Cope rearrangement. Therein, the characteristics comprise continuously distilling out the formed intermediate compounds of the component B, the component C and the component D as well as the objective citral from the reaction mixture during the above reactions, and heating the prenol and, if necessary, the intermediate compounds of the component C and D at 100-200 deg.C.

    PRODUCTION OF CARBONYL COMPOUND
    4.
    发明专利
    PRODUCTION OF CARBONYL COMPOUND 失效

    公开(公告)号：JP2000086565A

    公开(公告)日：2000-03-28

    申请号：JP23613599

    申请日：1999-08-23

    Applicant: BASF AG

    Inventor： AQUILA WERNER DR ,  BOTZEM JOERG DR ,  BRUNNER MELANIE DR ,  FUCHS HARTWIG ,  KRAUSE WOLFGANG DR ,  PANDL KLAUS ,  SCHAEFER-LUEDERSSEN ULRICH DR

    IPC: B01J23/50 ,  C07B61/00 ,  C07C45/37 ,  C07C45/39 ,  C07C45/51 ,  C07C49/175 ,  C07C49/403

    Abstract: PROBLEM TO BE SOLVED: To produce a carbonyl compound in a high yield and high space time yield even on an industrial scale by oxidizing an alcohol with oxygen in the presence of a silver-coated catalyst, or silver crystal or copper one each having a specific particle diameter under conditions of specific residence time and a specific temperature. SOLUTION: When performing vapor phase oxidation of an alcohol of formula I [R1 and R2 are each an aliphatic group, an alicyclic one, an aromatic- aliphatic one, an alicyclic-aliphatic one respectively having 1-10 carbon atoms or a 3-10C (lower alkyl-substituted) alkylene; X is O or two of an alkoxy group of the formula OR3 (R3 is a 1-6C aliphatic group or the like)] [pref. a ketol (X=0) such as 3-hydroxy-2-butanone (i.e., acetoin) or the like] with oxygen (A) at 270-600 deg.C in the presence of a silver-coated catalyst comprising silver- metal wear resistant coating on the core of an inert support material, or (B) at 450-750 deg.C for

    CONTINUOUS PROCESS FOR PREPARING ACETAL
    5.
    发明专利
    CONTINUOUS PROCESS FOR PREPARING ACETAL 审中-公开

    公开(公告)号：JP2002114728A

    公开(公告)日：2002-04-16

    申请号：JP2001272755

    申请日：2001-09-07

    Applicant: BASF AG

    Inventor： THERRE JORG ,  KAIBEL GERD ,  AQUILA WERNER DR ,  WEGNER GUNTER ,  FUCHS HARTWIG

    IPC: C07C41/50 ,  C07B61/00 ,  C07C41/56 ,  C07C41/58 ,  C07C43/303

    Abstract: PROBLEM TO BE SOLVED: To overcome disadvantages of the prior art and to provide a process for preparing an unsaturated acetal which is easy to regulate and can be operated in a stable manner. SOLUTION: This continuous process for preparing the unsaturated acetal of formula I (wherein, R1 to R7 are each independently hydrogen or a straight- chain or a branched, optionally substituted 1-6C alkyl group; R8 is hydrogen or a saturated or a mono- or a polyunsaturated straight-chain or branched, optionally substituted 1-12C alkyl group or a 3- to a 12-membered saturated or a mono- or a polyunsaturated carbocyclic ring) by reacting 1 mol of an aldehyde of formula II (wherein, R1 to R3 are as defined in the following formula I) with at least 1 mol of an alcohol of formula III (wherein, R5 to R8 are as defined by the following formula I) in the presence of a catalytic amount of an acid while removing water formed during the reaction, which comprises only partially reacting the reactants in a reactional column, concentrating the resultant acetal in at least two successive evaporation stages and returning the recovered reactants to the reactional column.

    SELECTIVE LIQUID-PHASE HYDROGENATION OF ALPHA, BETA-UNSATURATED CARBONYL COMPOUND
    6.
    发明专利
    SELECTIVE LIQUID-PHASE HYDROGENATION OF ALPHA, BETA-UNSATURATED CARBONYL COMPOUND 失效

    公开(公告)号：JPH11349517A

    公开(公告)日：1999-12-21

    申请号：JP9491399

    申请日：1999-04-01

    Applicant: BASF AG

    Inventor： BROECKER FRANZ JOSEF DR ,  KAIBEL GERD DR ,  AQUILA WERNER ,  FUCHS HARTWIG ,  WEGNER GUENTER DR ,  STROEZEL MANFRED

    IPC: B01J23/44 ,  B01J8/20 ,  B01J8/22 ,  B01J19/24 ,  B01J23/46 ,  C07B61/00 ,  C07C45/62 ,  C07C47/21 ,  C07C49/04

    Abstract: PROBLEM TO BE SOLVED: To carry out the hydrogenation of especially citral to citronellal at a low cost by an economical process having improved space-time yield and reduced investment cost by hydrogenating an α,β-unsaturated carbonyl compound in liquid phase under specific condition. SOLUTION: A compound of formula II is produced by the hydrogenation of an α,β-unsaturated carbonyl compound of formula I (R1 is H or an organic group; R2 to R4 are each H or a 1-4C alkyl) with hydrogen in the presence of powdery palladium and/or rhodium and an organic group while performing the regeneration of the product and the circulation of hydrogen gas in a bubble packed column reactor. The packing material in the bubble column reactor preferably has a hydraulic diameter of 0.5-20 mm and a surface roughness of 0.1 to 10 times the average particle diameter of the powdery catalyst particles at the opening or the channel wall part of the packing material and is made of a metallic material, a plastic material, etc.

    7.
    发明专利
    未知

    公开(公告)号：AT226930T

    公开(公告)日：2002-11-15

    申请号：AT99105126

    申请日：1999-03-26

    Applicant: BASF AG

    Inventor： BROECKER FRANZ JOSEF DR ,  KAIBEL GERD DR ,  AQUILA WERNER DR ,  FUCHS HARTWIG ,  WEGNER GUENTER DR ,  STROEZEL MANFRED

    IPC: B01J23/44 ,  B01J8/20 ,  B01J8/22 ,  B01J19/24 ,  B01J23/46 ,  C07B61/00 ,  C07C45/62 ,  C07C47/21 ,  C07C49/04

    Abstract: Production of saturated carbonyl compounds (I) by selective liquid-phase hydrogenation of alpha , beta -unsaturated carbonyl compounds (II) is carried out in a packed bubble column with the product recycled and by circulating hydrogen gas. Production of saturated carbonyl compounds of formula R1-CH(R2)-CH(R3)-C(R4)=O (I) by selective liquid-phase hydrogenation of alpha , beta -unsaturated carbonyl compounds of formula R1-C(R2)=C(R3)-C(R4)=O (II) in the presence of a particulate palladium and/or rhodium catalyst and a base is carried out in a packed bubble column with the product recycled and by circulating hydrogen gas. R1 = H or an organic group; R2-R4 = H or 1-4C alkyl.

    8.
    发明专利
    未知

    公开(公告)号：DE19846056A1

    公开(公告)日：2000-04-13

    申请号：DE19846056

    申请日：1998-10-07

    Applicant: BASF AG

    Inventor： THERRE JOERG ,  KAIBEL GERD ,  AQUILA WERNER ,  WEGNER GUENTER ,  FUCHS HARTWIG

    IPC: B01J27/16 ,  C07B61/00 ,  C07C41/28 ,  C07C43/15 ,  C07C45/37 ,  C07C45/51 ,  C07C45/54 ,  C07C45/67 ,  C07C47/21 ,  C07C49/203 ,  C07C45/82

    Abstract: Preparation of citral (I) comprises thermal decomposition of 3-methyl-2-buten-1-al-diprenylacetal and rearrangement of obtained intermediates cis/trans-prenyl-(methyl-butadienyl)-ether (IV) and 2,4,4-trimethyl-3-formyl-1,5-hexadiene (V). (IV) and (V) are continuously distilled off and converted into (I) before or after removal of by-product prenol. Preparation of 3,7-dimethyl-2,6-octadien-1-al (citral) of formula (I) comprises: (1) thermal decomposition of 3-methyl-2-buten-1-al-diprenylacetal of formula (II) optionally in the presence of an acid catalyst to split off 3-methyl-buten-1-ol (prenol) of formula (III) and form cis/trans-prenyl-(methyl-butadienyl)-ether of formula (IV); (2) Claisen rearrangement of (IV) to give 2,4,4-trimethyl-3-formyl-1,5-hexadiene of formula (V); and (3) Cope rearrangement of (V) to form (I). The transitionally formed (IV) and (V) and the desired citral as well as the prenol (III) are continuously distilled out of the reaction mixture and (IV) and (V), before or after distillative separation of (III) and optional by-products, are subjected to rearrangement to form (I) at 100-200 degrees C.

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