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    PRODUCTION OF 3,5,5-TRIMETHYLCYCLOHEX-2-ENE-1,4-DIONE
    1.
    发明专利
    PRODUCTION OF 3,5,5-TRIMETHYLCYCLOHEX-2-ENE-1,4-DIONE 失效

    公开(公告)号：JP2001026565A

    公开(公告)日：2001-01-30

    申请号：JP2000188222

    申请日：2000-06-22

    Applicant: BASF AG

    Inventor： KLATT MARTIN JOCHEN ,  MUELLER THOMAS ,  BOCKSTIEGEL BERNHARD DR

    IPC: B01J31/18 ,  B01J31/22 ,  C07B61/00 ,  C07C45/34 ,  C07C45/86 ,  C07C49/403 ,  C07C49/603

    Abstract: PROBLEM TO BE SOLVED: To obtain the subject compound by a method providing excellent yield, selectivity and space time yield by oxidizing a specific compound with molecular oxygen in a solvent in the presence of a base, a specific catalyst and a specific additive. SOLUTION: This compound is obtained by oxidizing (A) 3,5,5-trimethyl- cyclohex-3-ene-1-one with (B) molecular oxygen in the presence of (C) a base, (D) a catalyst of the formula R1 to R8 are each H, a halogen, NO2, COR9, SO3R9 (R9 is H or a 1-4C alkyl), or the like; M is Mn (II), Mn (III)(+)X(-) [X(-) is a counterion with a negative charge in the case of a metal used in an oxidation stage III], Co (II), or the like} and (E) an additive comprising an acetate of the formula (R10R11R12C-COO(-))mY(m+) (R10 to R12 are each H, F, a 1-4C alkyl, or the like; Y is NH4+ or a metal cation of the main groups 1-4 with 1-4 valence (s); (m) is 1-4) (e.g. lithium acetate) in (F) a solvent (e.g. dimethylformamide).

    PRODUCTION OF CHROMANOL DERIVATIVE
    2.
    发明专利
    PRODUCTION OF CHROMANOL DERIVATIVE 失效

    公开(公告)号：JP2000095776A

    公开(公告)日：2000-04-04

    申请号：JP26767299

    申请日：1999-09-21

    Applicant: BASF AG

    Inventor： BALDENIUS KAI-UWE DR ,  BOCKSTIEGEL BERNHARD DR ,  HAGEN IEEDIKKE ,  RUFF DETLEF DR ,  SIEDENBIEDEL CARSTEN DR ,  STUERMER RAINER DR

    IPC: C07D311/70 ,  C07D311/72

    Abstract: PROBLEM TO BE SOLVED: To economically and safely obtain the subject compound useful as a biological agent by reaction of a specific oxochromanol derivative with metallic zinc in the presence of an acid or the like to effect reduction of the derivative so as not to change the double bond form or the like in the unsaturated side chain by isomerization or the like. SOLUTION: This compound of formula II (e.g. γ-tocotrienol) is obtained by reaction of a 4-oxo-chromanol derivative of formula I ((n) is 1-10; R1 to R4 are each H or a 1-4C alkyl; R5 is H, a 1-4C alkyl or the like) (e.g. 4-oxo-γ- tocotrienol) with a metallic zinc pref. at 1-0 molar equivalent based on the compound of formula I in the presence of an acid or acid mixture (pref. hydrochloric acid) pref. in an organic solvent such as n-heptane pref. at 20-100 deg.C normally 10 min to 24 h to effect reduction of the derivative of formula I.

    CONTINUOUS PRODUCTION OF UNSATURATED KETONE
    3.
    发明专利
    CONTINUOUS PRODUCTION OF UNSATURATED KETONE 失效

    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.

    PRODUCTION OF 3,5,5-TRIMETHYLCYCLOHEX-2-ENE-1,4-DIONE
    5.
    发明专利
    PRODUCTION OF 3,5,5-TRIMETHYLCYCLOHEX-2-ENE-1,4-DIONE 失效

    公开(公告)号：JP2001031615A

    公开(公告)日：2001-02-06

    申请号：JP2000189393

    申请日：2000-06-23

    Applicant: BASF AG

    Inventor： KLATT MARTIN JOCHEN ,  MUELLER THOMAS ,  BOCKSTIEGEL BERNHARD DR

    IPC: B01J31/22 ,  B01J31/18 ,  C07B61/00 ,  C07C45/34 ,  C07C49/603

    Abstract: PROBLEM TO BE SOLVED: To provide a method of oxidizing β-isophorone using a manganese- salen complex, in high efficiency, also in high yield, selectivity and space time yield each convertible to large industrial scale even in case of high starting material concentration. SOLUTION: This method comprises oxidizing 3,5,5-trimethylcyclohex-3-en-1- one with molecular oxygen in the presence of a base, a solvent and a catalyst to produce the objective 3,5,5-trimethylcyclohex-2-ene-1,4-dione; wherein a manganese-salen complex of the formula [R is hydrogen or Cl; M is Mn(II) or Mn(III)(+)Cl(-)] is used as the catalyst.

    7.
    发明专利
    未知

    公开(公告)号：AT224348T

    公开(公告)日：2002-10-15

    申请号：AT98119215

    申请日：1998-10-12

    Applicant: BASF AG

    Inventor： OOST CARSTEN DR ,  STROEZEL MANFRED ,  ETZRODT HEINZ DR ,  BOCKSTIEGEL BERNHARD DR ,  JAEDICKE HAGEN DR ,  WELLER DIETMAR DR ,  LAUPICHLER LOTHAR DR ,  REIMER KLAUS

    IPC: B01J31/02 ,  B01J31/14 ,  B01J31/22 ,  C07B61/00 ,  C07C45/67 ,  C07C45/68 ,  C07C49/203 ,  C07F5/06

    Abstract: Preparation of gamma , delta -unsaturated ketones (I) by modified Carroll reaction is catalysed by a stable liquid aluminum acetoacetate compound or mixture of such compounds. Some such catalyst mixtures are new. Preparation of gamma , delta -unsaturated ketones of formula (I) involves modified Carroll reaction of an allyl alcohol of formula (II) with diketene or an alkyl acetoacetate of formula (III) in presence of an aluminum catalyst. R1 = H or 1-20C, saturated or unsaturated, branched hydrocarbyl; R2 = 1-5C alkyl. The novelty is that the catalyst consists of an aluminum compound (or aluminum compound mixture) which is a stable liquid at room temperature and contains at least one alkyl acetoacetate-forming group and 1 or 2 alkoxy groups or exclusively alkyl acetoacetate forming groups which are esterified sec. butanol or isobutanol or with at least two different alkanols. Independent claims are included for: (1) new mixtures of aluminum tris-acetoacetates of formula (V) which are liquid at room temperature; and (2) the preparation of mixtures as in (1). R3 = 1-5C alkyl, preferably Me or Et; R4 = 3-10C alkyl, preferably CHMe2, CH(Me)Et, CMe3 or CH(Me)-C3H7; R5 = 1-10C alkyl, preferably Me, Et, CHMe2, CH(Me)Et or CH(Me)-C3H7; provided that R3-R5 are not all the same. A further Independent claim relates to the continuous preparation of compounds (V) (or their mixtures), having the narrower proviso that R3-R5 can only be the same if they are -CH(Me)Et or -CH2CHMe2, which are liquid at room temperature. The process involves continuously reacting 1 mole of aluminum alcoholate of formula (VI) with 3-10 moles of (III), or with at least 3 moles of a mixture of 2 or 3 different compounds (III), optionally dissolved in an inert solvent. Reaction is at 100-250 (preferably 150-200) degrees C and 1-100 (preferably 1-10) bars with a dwell time of 5-120 (preferably 15-45) minutes, the pressure and temperature being such that no gas phase is formed in the reaction vessel. R6 = 2-10C alkyl, preferably -CH2CHMe2, -CH(Me)Et or -CH(Me)C3H7; provided that R2 and R6 can only be the same if they are -CH(Me)Et or -CH2CHMe2.

    10.
    发明专利
    未知

    公开(公告)号：ES2172277T3

    公开(公告)日：2002-09-16

    申请号：ES99117101

    申请日：1999-08-31

    Applicant: BASF AG

    Inventor： OOST CARSTEN DR ,  STROEZEL MANFRED ,  ETZRODT HEINZ DR ,  WELLER DIETMAR DR ,  BOCKSTIEGEL BERNHARD DR ,  REIMER KLAUS

    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: Continuous production of 5-alken-2-one or 3,5-alkadien-2-one derivatives (I) by reacting a 1-alken-3-ol or 1-alkyn-3-ol derivative (II) with an alkyl acetoacetate (III) in a fractionation column to form an acetoacetate and alcohol involves (i) removing the alcohol and (ii) contacting the acetoacetate with catalyst in the lower part or bottom of the column to form (I). Continuous production of unsaturated ketones of formula (I) by reacting an unsaturated alcohol of formula (II) with an alkyl acetoacetate of formula (III) in the presence of an organoaluminum catalyst is carried out by: (a) reacting (II) with (III) on the plates of a fractionation column to form the acetoacetate of (II) and an alcohol of formula R OH; (b) removing the alcohol in the overhead stream from the column; (c) contacting the acetoacetate of (II) with the catalyst in the lower part or bottom of the column to form (I) and CO2; (d) removing the CO2 in the overhead stream from the column; and (e) withdrawing (I) in the bottoms stream from the column. R = 1-4C alkyl; R = 1-37C (un)saturated aliphatic hydrocarbyl (optionally substituted by methoxy groups), 4-12C cycloalkyl or 5-30C cycloalkylalkyl; and R = 1-5C alkyl.

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