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    1.
    发明专利
    未知

    公开(公告)号：ES2192187T3

    公开(公告)日：2003-10-01

    申请号：ES01104628

    申请日：2001-02-23

    Applicant: BASF AG

    Inventor： WEGNER CHRISTOPH DR ,  JOHN MICHAEL DR

    IPC: C07F9/54

    Abstract: Preparation of triaryl-3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-p hosphonium salts (I) comprises: (1) reacting 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with triarylphosphane and a hydrohalic, sulfuric, sulfonic, phosphoric or 1-6C alkanoic acid at -20 to 40 [deg] C to give 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-yl-phosphonium salt (III); and (2) rearranging (III) at 40-100 [deg] C to form the primary salt (I). Preparation of triaryl-3,7,11-trimethyldodeca-2,4,6-10-tetraen-1-yl-p hosphonium salts of formula (I) comprises: (1) reacting 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with triarylphosphane and a hydrohalic, sulfuric, sulfonic, phosphoric or 1-6C alkanoic acid at -20 to 40 [deg] C to give 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-yl-phosphonium salt (III); and (2) rearranging (III) at 40-100 [deg] C to form the primary salt (I). [Image] R : aryl; and X : the anion of hydrohalic, sulfuric, sulfonic, phosphoric or 1-6 C alkanoic acid.

    3.
    发明专利
    未知

    公开(公告)号：DE19517422A1

    公开(公告)日：1996-11-14

    申请号：DE19517422

    申请日：1995-05-12

    Applicant: BASF AG

    Inventor： PAUST JOACHIM DR ,  JOHN MICHAEL DR

    IPC: C07C5/22 ,  C07C403/24 ,  C07F9/54

    Abstract: Prepn. of beta-carotene with a high 9(Z)-isomer content (formula (I)) is claimed. The 9(Z)- and 9(E) isomers of beta -ionylidenethyl triarylphosphonium salts (formulae II and VI respectively) are sepd. by aq. extn. and crystallisation. (I) may then be obtd. by reacting (II) and (III); or by reacting (II) and (IV) in presence of base to give (V) which is then reacted with (VI) in the presence of base to give (I). X = halide or (HSO4) and Ar = phenyl (opt. substd.). Also claimed is prepn. of (I) by thermal isomerisation of beta-carotene isolated or prepared by known methods.

    4.
    发明专利
    未知

    公开(公告)号：DE4407464A1

    公开(公告)日：1995-09-28

    申请号：DE4407464

    申请日：1994-03-07

    Applicant: BASF AG

    Inventor： JOHN MICHAEL DR ,  RHEUDE UDO DR ,  PAUST JOACHIM DR ,  MEYSER JOACHIM DR

    IPC: C07C29/32 ,  C07C29/40 ,  C07C35/17 ,  C07C35/18 ,  C07C43/184 ,  C07C43/188 ,  C07C45/58 ,  C07C49/337 ,  C07C49/35 ,  C07C49/537 ,  C07C49/577 ,  C07C67/293 ,  C07C69/78 ,  C07C69/96 ,  C07D303/14 ,  C07D303/16 ,  C07D303/22 ,  C07D309/12 ,  C07D407/12 ,  C07F7/18 ,  C07C49/297 ,  C07C45/00 ,  C07D303/02

    Abstract: Prodn. of 1,2,2-trimethyl- cyclopentylmethylketone derivs. of formula (I) comprises (A) (i) reacting a 2,2,6-tri- methyl-cyclohexane-1-one of formula (II) with a methylcarbanion of formula CH3 M (III) and converting the resulting 1,4-dihydroxy-1,2,2,6-tetramethylcyclohexane deriv. of formula (IV) into a mixt. of the corresp. cpds. (V) and (VI) by acid catalysed elimination of the tert. hydroxyl gp., or (A) (ii) the 2,2,6-trimethylcyclohexane-1-one cpd. (II) may be converted directly into the cpd. (VI) by a Wittig reaction with a triphenylmethylenephosphorane cpd. of formula (C6H5)3P=CH2 (VII); (B) converting the cpd. (VI) into the cpd. (V) by acid catalysed isomerisation of the double bond; (C) epoxidising the double bond in the cpd. (V) in the known way by reacting with peroxyacids, their salts or hydroperoxides to form the 7-oxa-bicycloÄ4.1.0Üheptane cpd. of formula (VIII) and (D) converting the cpd. (VIII) into the 1,2,2-tri- methyl-cyclopentylmethylketone cpd. (I) by reaction with Lewis acids and opt. splitting off the protective gp. from the O atom. R=H, alkyl, aryl, arylmethyl, trialkylsilyl, triarylsilyl, alkylarylsilyl, alkyloxyalkyl, tetrahydropyranyl, arylmethyloxycarbonyl, alkanoyl or benzoyl residue; M =Li, MgCl, MgBr or MgI.

    5.
    发明专利
    未知

    公开(公告)号：DK1130024T3

    公开(公告)日：2003-04-22

    申请号：DK01104628

    申请日：2001-02-23

    Applicant: BASF AG

    Inventor： WEGNER CHRISTOPH DR ,  JOHN MICHAEL DR

    IPC: C07F9/54

    Abstract: Preparation of triaryl-3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-p hosphonium salts (I) comprises: (1) reacting 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with triarylphosphane and a hydrohalic, sulfuric, sulfonic, phosphoric or 1-6C alkanoic acid at -20 to 40 [deg] C to give 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-yl-phosphonium salt (III); and (2) rearranging (III) at 40-100 [deg] C to form the primary salt (I). Preparation of triaryl-3,7,11-trimethyldodeca-2,4,6-10-tetraen-1-yl-p hosphonium salts of formula (I) comprises: (1) reacting 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with triarylphosphane and a hydrohalic, sulfuric, sulfonic, phosphoric or 1-6C alkanoic acid at -20 to 40 [deg] C to give 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-yl-phosphonium salt (III); and (2) rearranging (III) at 40-100 [deg] C to form the primary salt (I). [Image] R : aryl; and X : the anion of hydrohalic, sulfuric, sulfonic, phosphoric or 1-6 C alkanoic acid.

    6.
    发明专利
    未知

    公开(公告)号：AT232535T

    公开(公告)日：2003-02-15

    申请号：AT01104628

    申请日：2001-02-23

    Applicant: BASF AG

    Inventor： WEGNER CHRISTOPH DR ,  JOHN MICHAEL DR

    IPC: C07F9/54

    Abstract: Preparation of triaryl-3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-p hosphonium salts (I) comprises: (1) reacting 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with triarylphosphane and a hydrohalic, sulfuric, sulfonic, phosphoric or 1-6C alkanoic acid at -20 to 40 [deg] C to give 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-yl-phosphonium salt (III); and (2) rearranging (III) at 40-100 [deg] C to form the primary salt (I). Preparation of triaryl-3,7,11-trimethyldodeca-2,4,6-10-tetraen-1-yl-p hosphonium salts of formula (I) comprises: (1) reacting 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol with triarylphosphane and a hydrohalic, sulfuric, sulfonic, phosphoric or 1-6C alkanoic acid at -20 to 40 [deg] C to give 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-yl-phosphonium salt (III); and (2) rearranging (III) at 40-100 [deg] C to form the primary salt (I). [Image] R : aryl; and X : the anion of hydrohalic, sulfuric, sulfonic, phosphoric or 1-6 C alkanoic acid.

    9.
    发明专利
    未知

    公开(公告)号：DE4344148A1

    公开(公告)日：1995-08-24

    申请号：DE4344148

    申请日：1993-12-23

    Applicant: BASF AG

    Inventor： JOHN MICHAEL DR ,  PAUST JOACHIM DR

    IPC: C07C51/00 ,  C07C57/03 ,  C07C69/56 ,  C07C403/00 ,  C07C403/20 ,  C07F9/02 ,  C07F9/54 ,  C07C1/34

    Abstract: Process for the preparation of 9-(Z)-retinoic acid from mother liquors from the industrial preparation of C15-triarylphosphonium salts of the formula I in which R to R are an aryl radical and X is halogen or (HSO4) , in an organic solvent, which is characterised in that A. the proportion of 9-(Z)-C15-triarylphosphonium salt in the C15-triarylphosphonium salt isolated from the mother liquor is enriched by treating it with isopropanol in the presence of heat, cooling and separating off the all-(E)-C15-triarylphosphonium salt which crystallises out, B. subjecting the C15-triarylphosphonium salt thus obtained to a Wittig reaction with an alkyl ss-formylcrotonate of the formula and C. hydrolysing the oily retinoic acid ester mixture thus obtained in a C3- to C9-alkanol, preferably in a propanol or butanol, and precipitating the 9-(Z)-retinoic acid obtained, if desired, in crystalline form by addition of methanol, all-(E)-retinoic acid and other retinoic acid isomers remaining in the alkanolic solution.

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