CONTINUOUS PRODUCTION OF UNSATURATED KETONE

    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

    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 HIGHER UNSATURATED KETONE

    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

    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].

    PRODUCTION OF UNSATURATED KETONE
    4.
    发明专利

    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

    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

    PRODUCTION OF ACETATE ESTER
    6.
    发明专利

    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

    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.

    8.
    发明专利
    未知

    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

    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.

    9.
    发明专利
    未知

    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

    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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