11.
    发明专利
    未知

    公开(公告)号:AT253542T

    公开(公告)日:2003-11-15

    申请号:AT01120387

    申请日:2001-08-25

    Applicant: BASF AG

    Abstract: Preparation of acetals by reaction of 1 mol. of an unsaturated aldehyde with 1 mol. of an unsaturated alcohol in presence of an acid as catalyst and with separation of the water of reaction is effected by partly reacting the reactants in a column, concentrating the obtained acetal in ≥ 2 sequential evaporation steps and then recycling the recovered reactants to the reaction column. Preparation of acetals (I) by reaction of 1 mol. of an unsaturated aldehyde (II) with 1 mol. of an unsaturated alcohol (III) in presence of an acid as catalyst and with separation of the water of reaction is effected by partly reacting the reactants in a column, concentrating the obtained acetal in ≥ 2 sequential evaporation steps and then recycling the recovered reactants to the reaction column. R - R = H or optionally substituted 1-6C alkyl; and R = H, an optionally mono- or poly-unsaturated, optionally substituted 1-12C alkyl or an optionally substituted 3-12-membered optionally mono- or poly-unsaturated carbon ring.

    12.
    发明专利
    未知

    公开(公告)号:AT232193T

    公开(公告)日:2003-02-15

    申请号:AT99118458

    申请日:1999-09-17

    Applicant: BASF AG

    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.

    13.
    发明专利
    未知

    公开(公告)号:DE4026788A1

    公开(公告)日:1992-02-27

    申请号:DE4026788

    申请日:1990-08-24

    Applicant: BASF AG

    Abstract: Process for the production of alpha , alpha -dialkoxyketones of the general formula I in which R and R independently of one another are hydrogen, C1- to C20-alkyl, C3- to C20-cycloalkyl, C4- to C30-cycloalkylalkyl, C9- to C30-alkylcycloalkyl, or optionally C1- to C8-alkyl-, C1- to C8-alkoxy-, halogen-, C1- to C4-haloalkyl-, C1- to C4-haloalkoxy-, phenyl-, phenoxy-, halophenyl-, halophenoxy- and/or cyano-substituted aryl, C7- to C20-aralkyl or heterocycle, R is additionally R and R independently of one another are C1- to C20-alkyl, C3- to C20-cycloalkyl, aryl, C7- to C20-arylalkyl, or together are a C2- to C7-alkylene chain which is optionally substituted by C1- to C4-alkyl, and R is R or together with R is a C2- to C7-alkylene chain which is optionally substituted by C1- to C4-alkyl, by reacting ketones or aldehydes of the general formula II with nitrites of the general formula III R -(NO2)n (III> in which n is 1 or 2, and n is 2 if R and R together represent a C2- to C7-alkylene chain which is optionally substituted by C1- to C4-alkyl, with the proviso that the nitrite groups are terminal, or with a mixture of alcohol of the general formula IV R -(OH)n IV in which n is 1 or 2, and n is 2 if R and R together represent a C2- to C7-alkylene chain which is optionally substituted by C1- to C4-alkyl, with the proviso that the hydroxyl group is terminal, and with dinitrogen trioxide in a molar ratio of 2:1 in the presence of an acid catalyst, at temperatures from 0 to 170 DEG C.

    Process for the preparation of citral

    公开(公告)号:SI0992477T1

    公开(公告)日:2003-06-30

    申请号:SI9930238

    申请日:1999-09-17

    Applicant: BASF AG

    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.

    18.
    发明专利
    未知

    公开(公告)号:DK0992477T3

    公开(公告)日:2003-02-24

    申请号:DK99118458

    申请日:1999-09-17

    Applicant: BASF AG

    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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