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    Process for the preparation of novel, optionally substituted, succinaldehyde monoacetals
    92.
    发明专利
    Process for the preparation of novel, optionally substituted, succinaldehyde monoacetals 未知

    公开(公告)号：CH609317A5

    公开(公告)日：1979-02-28

    申请号：CH1558074

    申请日：1974-11-22

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR

    IPC: C07C47/198 ,  C07D317/26 ,  C07C47/02 ,  C07C47/28 ,  C07C47/48

    Abstract: Novel, optionally substituted, succinaldehyde monoacetals of the formula I in which R is hydrogen, alkyl with 1 to 10 carbon atoms, cycloalkyl with 5 to 7 carbon atoms or unsubstituted or alkyl-substituted phenyl; R is alkyl with 1 to 4 carbon atoms or phenyl; R is alkyl with 1 to 4 carbon atoms; and furthermore R and R together are an optionally alkyl-substituted ethylene group, are prepared with the aid of a novel process starting from corresponding alpha , beta -unsaturated aldehydes which are substituted in the gamma position by halogen or an alkyl- or aryl-sulphonyloxy group. This entails introducing the aldehyde into the solution of an alkali metal alkanolate with 1 to 4 carbon atoms, of an optionally alkyl-substituted alkali metal ethylene glycolate or of an alkali metal phenolate in an alkanol with 1 to 4 carbon atoms in such a way that the temperature of the reaction mixture does not exceed 50 DEG C, then allowing the reaction mixture to react completely. The novel succinaldehyde monoacetals are of great interest as intermediates for the preparation of perfumes and of terpene derivatives of the juvenile hormone type.

    95.
    发明专利
    未知

    公开(公告)号：DK1078916T3

    公开(公告)日：2003-01-06

    申请号：DK00115618

    申请日：2000-07-20

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR ,  ERNST HANSGEORG DR ,  KACZMAREK REINHARD DR ,  JAEDICKE HAGEN DR

    IPC: C07B61/00 ,  C07C231/08 ,  C07C233/18 ,  C07C233/47 ,  C07C233/69 ,  C07C233/83

    Abstract: Preparation of N-acyl derivatives (I) using readily available starting materials. N-acyl derivatives of formula R -C(O)N(H)C(R )X (I) are prepared by reacting, in the presence of a compound of formula R -COOH (II), a carbonic acid amide of formula R -CONH2 (III) and a glyoxalmonoacetal derivative of formula R C(O)C(OR )OR (IV). R , R = H or optionally substituted alkyl or aryl; R ,R = 1 - 12C alkyl; and X = CH(OR ) or COOR . An Independent claim is also included for a compound of formula R -C(O)N(H)C(R )C(OR )OR (V).

    Process for the preparation of zeaxanthin, intermediates for this process and process for their preparation
    97.
    发明专利
    Process for the preparation of zeaxanthin, intermediates for this process and process for their preparation 未知

    公开(公告)号：GR3036401T3

    公开(公告)日：2001-11-30

    申请号：GR20010401258

    申请日：2001-08-16

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR ,  KRIEGL WOLFGANG

    IPC: C07C403/24 ,  C07D493/08 ,  C07F9/50 ,  C07F9/54

    Abstract: Preparation of (3R,3'R)-zeaxanthin (I) comprises: (i) reacting (4R)-4-hydroxy-2,2,6-trimethyl-cyclohexanone (II) with dichloromethyl lithium in an inert solvent at -120 to -40 degrees C and warming the reaction mixture to 20-60 degrees C; (ii) reacting the obtained (4R,6R)-1-formyl-2,2,6-trimethyl-7-oxa-bicyclo (2.2.1) heptane of formula (IV) (in isolated form or directly in the reaction mixture) with acetone or a dialkyl (2-oxo-propyl)-phosphonate; (iii) converting the obtained (4R,6R)-1-(3-oxo-but-1-en-1-yl)-2,2,6-trimethyl-7-oxa-bicyclo (2.2.1) heptane of formula (V) into (4R,6R)-1-(3-hydroxy-3-methylpenta-1,4-dienyl)-2,2,6-trimethyl-7-oxa-b icyclo (2.2.1) heptane (VI) by conventional vinylation (or ethynylation followed by partial hydrogenation); (iv) reacting (VI) with a triaryl phosphine (preferably PPh3) and a strong acid to give a mixture of a C15 triaryl phosphonium salt of formula (III) and the isomer of formula (III'); and (v) subjecting 2 moles of the mixture to a double Wittig olefin synthesis reaction with 2,7-dimethyl-octa-2,4,6-triene-1,8-dial (VIII) to give (I). Ar = aryl (preferably optionally substituted phenyl); and X = 1 equivalent of an anion of a strong acid (preferably Cl, Br or HSO4). The preparation of (I) by step (v) is claimed per se. Also claimed are (IV) and (V) and (III') in mixtures with (III).

    98.
    发明专利
    未知

    公开(公告)号：ES2161000T3

    公开(公告)日：2001-11-16

    申请号：ES98109285

    申请日：1998-05-22

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR ,  KRIEGL WOLFGANG

    IPC: C07C403/24 ,  C07D493/08 ,  C07F9/50 ,  C07F9/54

    Abstract: Preparation of (3R,3'R)-zeaxanthin (I) comprises: (i) reacting (4R)-4-hydroxy-2,2,6-trimethyl-cyclohexanone (II) with dichloromethyl lithium in an inert solvent at -120 to -40 degrees C and warming the reaction mixture to 20-60 degrees C; (ii) reacting the obtained (4R,6R)-1-formyl-2,2,6-trimethyl-7-oxa-bicyclo (2.2.1) heptane of formula (IV) (in isolated form or directly in the reaction mixture) with acetone or a dialkyl (2-oxo-propyl)-phosphonate; (iii) converting the obtained (4R,6R)-1-(3-oxo-but-1-en-1-yl)-2,2,6-trimethyl-7-oxa-bicyclo (2.2.1) heptane of formula (V) into (4R,6R)-1-(3-hydroxy-3-methylpenta-1,4-dienyl)-2,2,6-trimethyl-7-oxa-b icyclo (2.2.1) heptane (VI) by conventional vinylation (or ethynylation followed by partial hydrogenation); (iv) reacting (VI) with a triaryl phosphine (preferably PPh3) and a strong acid to give a mixture of a C15 triaryl phosphonium salt of formula (III) and the isomer of formula (III'); and (v) subjecting 2 moles of the mixture to a double Wittig olefin synthesis reaction with 2,7-dimethyl-octa-2,4,6-triene-1,8-dial (VIII) to give (I). Ar = aryl (preferably optionally substituted phenyl); and X = 1 equivalent of an anion of a strong acid (preferably Cl, Br or HSO4). The preparation of (I) by step (v) is claimed per se. Also claimed are (IV) and (V) and (III') in mixtures with (III).

    99.
    发明专利
    未知

    公开(公告)号：DK0882709T3

    公开(公告)日：2001-09-24

    申请号：DK98109285

    申请日：1998-05-22

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR ,  KRIEGL WOLFGANG

    IPC: C07C403/24 ,  C07D493/08 ,  C07F9/50 ,  C07F9/54

    Abstract: Preparation of (3R,3'R)-zeaxanthin (I) comprises: (i) reacting (4R)-4-hydroxy-2,2,6-trimethyl-cyclohexanone (II) with dichloromethyl lithium in an inert solvent at -120 to -40 degrees C and warming the reaction mixture to 20-60 degrees C; (ii) reacting the obtained (4R,6R)-1-formyl-2,2,6-trimethyl-7-oxa-bicyclo (2.2.1) heptane of formula (IV) (in isolated form or directly in the reaction mixture) with acetone or a dialkyl (2-oxo-propyl)-phosphonate; (iii) converting the obtained (4R,6R)-1-(3-oxo-but-1-en-1-yl)-2,2,6-trimethyl-7-oxa-bicyclo (2.2.1) heptane of formula (V) into (4R,6R)-1-(3-hydroxy-3-methylpenta-1,4-dienyl)-2,2,6-trimethyl-7-oxa-b icyclo (2.2.1) heptane (VI) by conventional vinylation (or ethynylation followed by partial hydrogenation); (iv) reacting (VI) with a triaryl phosphine (preferably PPh3) and a strong acid to give a mixture of a C15 triaryl phosphonium salt of formula (III) and the isomer of formula (III'); and (v) subjecting 2 moles of the mixture to a double Wittig olefin synthesis reaction with 2,7-dimethyl-octa-2,4,6-triene-1,8-dial (VIII) to give (I). Ar = aryl (preferably optionally substituted phenyl); and X = 1 equivalent of an anion of a strong acid (preferably Cl, Br or HSO4). The preparation of (I) by step (v) is claimed per se. Also claimed are (IV) and (V) and (III') in mixtures with (III).

    100.
    发明专利
    未知

    公开(公告)号：DE59601601D1

    公开(公告)日：1999-05-12

    申请号：DE59601601

    申请日：1996-11-15

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR ,  KRIEGL WOLFGANG ,  HARTMANN HORST

    IPC: C07C45/61 ,  C07C45/82 ,  C07C49/497 ,  C07B57/00

    Abstract: Preparation of pure trans- and cis-4-hydroxy-2,2,6-trimethylcyclohexan-1-one of formulae (I) and (II) respectively comprises separation of a mixture of these isomers by fractional distillation in a column with 30-80 theoretical plates at 50-130 degrees C and 0.1-5 mbar.

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