PRODUCTION OF PHOSPHONIUM SALT, PHOSPHONIUM SALT, AND PRODUCTION OF LYCOPENE

    公开(公告)号:JPH11130787A

    公开(公告)日:1999-05-18

    申请号:JP22461398

    申请日:1998-08-07

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To produce a 3,7,11-trimethyldodeca-2,4,6,10-tetraene-1-yl-phoshonium salt at a high rate of E, the salt providing a high E/Z selectivity in synthesizing lycopene, by reacting vinylpseudoionol with two kinds of specific compounds. SOLUTION: This compound of formula II (R is a aryl; and X is Cn H2n+1 -So3 , Ar-SO3 or CF3 -SO3 ) is obtained by reacting an alcohol of formula I with triarylphosphine (e.g. triphenylphosphine) and a sulfonic acid [pref. methane sulfonic acid (70%)] of any formulas Cn H2n+1 -SO3 H ((n) is 1 to 4), Ar-So3 H (Ar is a phenyl or tolyl) or CF3 -SO3 H in a solvent (pref. acetic acid, etc.). The compound of formula II is pref. used for a Witting reaction with 2,7- dimethyl-2,4,6-octatrienedial so as to produce a lycopene.

    METHOD FOR PRODUCING 1,1,4,4-TETRAMETHOXYBUTENE-2

    公开(公告)号:JP2001097912A

    公开(公告)日:2001-04-10

    申请号:JP2000292408

    申请日:2000-09-26

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To find one method capable of producing tetramethoxybutene by an industrially simple process especially continuously in an excellent yield and reducing formation of pentamethoxybutane in the production. SOLUTION: In this method for producing 1,1,4,4-tetramethoxybutene-2 by reacting 2,5-dimethoxy-dihydrofuran with methanol in the presence of an acid, the reaction is carried out in the presence of an acidic organic ion exchanger selected from the group H type zeolite, a mixed oxide of acid and a laminar silicate containing an acid center or an inorganic oxide catalyst containing an acid center.

    PRODUCTION OF N-ACYL DERIVATIVE AND DERIVATIVE OF THE SAME KIND

    公开(公告)号:JP2001072652A

    公开(公告)日:2001-03-21

    申请号:JP2000252489

    申请日:2000-08-23

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To produce the subject compound in high yield by reacting a carboxamide with a glyoxal monoacetal derivative in the presence of a carboxylic acid. SOLUTION: (A) A carboxamide represented by the formula: R1-CONH2 [R1 is H, a 1-12C alkyl or a (substituted) aryl] is reacted with (B) a glyoxal monoacetal derivative represented by formula I [R2 is H, a 1-12C alkyl or a (substituted) aryl; R3 is a 1-12C alkyl] in the presence of (C) a carboxylic acid represented by the formula; R4-COOH (R4 is a 1-12C alkyl), preferably at 40-200 deg.C under 200-1,000 mbars to thereby produce a compound represented by formula II [X is CH(OR3)2 or COOR3]. In the above reaction, the components A and C are used in respective amounts of 250-800 mol% based on the component B. The ratio of the components A:C is preferably 1:1 expressed in terms of molar ratio.

    PRODUCTION OF ZEAXANTHIN AND INTERMEDIATE THEREFOR, AND ITS PRODUCTION

    公开(公告)号:JPH11116552A

    公开(公告)日:1999-04-27

    申请号:JP15588798

    申请日:1998-06-04

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To obtain a zeaxanthin in high yield from a readily available trimethylcyclohexanone through few reaction processes via an important intermediate. SOLUTION: This zeaxanthin is obtained through the following process: (4R)-4-hydroxy-2,2,6-trimethylcyclohexanone of formula I is reacted with dichloromethyllithium, the reaction mixture is heated to form a bicyclic 10C- aldehyde of formula II, which is then reacted with acetone or the like to form a bicyclic 13C-ketone, which, in turn, is converted to a 15C-carbinol of formula III; the carbinol is then reacted with a triarylphosphine to form a mixture of a 15C triarylphosphonium salt of formula IV and an iso-isomer (Ar is an aryl; X is one equivalent anion of an strong acid), and in each case, about 2 mol of the above reaction mixture formed is subjected to double Wittig reaction with 2,7-dimethyl-2,4,6-octatrienedial of formula V to effect conversion to the objective (3R,3'R)-zeaxanthin of formula VI.

    METHOD FOR PRODUCING LIPOIC ACID AND DIHYDROLIPOIC ACID
    7.
    发明申请
    METHOD FOR PRODUCING LIPOIC ACID AND DIHYDROLIPOIC ACID 审中-公开
    用于生产硫辛酸和二氢

    公开(公告)号:WO0210151A2

    公开(公告)日:2002-02-07

    申请号:PCT/EP0108523

    申请日:2001-07-24

    CPC classification number: C07D339/04 C07C319/18 C07C321/04 C07C323/52

    Abstract: The invention relates to a method for producing R-lipoic acid and S-lipoic acid comprising a step selected from the following: (a) distillation of dihydrolipoic acid, (b) reaction of (2) or the stereoisomer thereof, wherein Ms represents SO2-R', and R and R' independently mean C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkylalkyl, aryl or aralkyl, with sodium sulphide and sulphur in ethanol and reaction with a complex hydride, (c) extraction of a protic solution of R dihydrolipoic acid or S-dihydrolipoic acid with an organic solvent at a pH value of 9 -10, or (d) extraction of R-dihydrolipoic acid or S-dihydrolipoic acid with an organic solvent from a protic solution at a pH value of 4 - 5, or a combination of individual or several steps (a) - (d). The invention also relates to a method for producing dihydrolipoic acid and the compound 1,6,8 octane triol.

    Abstract translation: 为R-α-硫辛酸或S-硫辛酸的制剂,其包含选自(a)的二氢硫辛酸的蒸馏中选择的工艺步骤中,(b)中的反应或它的立体异构体,其中Ms“和R和R”是-SO 2 R独立地C 1 -C过程 C6烷基,C3-C8环烷基,C3-C8-环烷基烷基,芳基或芳烷基,与硫化钠和硫在乙醇中,用复合氢化物的反应中,(c)中R-二氢硫辛酸或S的质子溶液的提取 二氢硫辛酸与有机溶剂在pH值为9〜10,或(d)R-二氢硫辛酸或与来自一个的质子溶液或以4的pH值至5的有机溶剂S-二氢硫辛酸,或它们的组合的提取 更多的步骤(a)至(d)以及方法二氢硫辛酸的制备和化合物1,6,8 Oktantriol。

    METHOD FOR PRODUCING LIPOIC ACID AND DIHYDROLIPOIC ACID
    8.
    发明申请
    METHOD FOR PRODUCING LIPOIC ACID AND DIHYDROLIPOIC ACID 审中-公开
    用于生产硫辛酸和DIHYDROLIPONSAÜRE

    公开(公告)号:WO0244163A3

    公开(公告)日:2003-01-30

    申请号:PCT/EP0113955

    申请日:2001-11-29

    CPC classification number: C07D339/04

    Abstract: The invention relates to a method for producing R- and S-lipoic acid and R-dihydrolipoic acid comprising the following steps: (a) reaction of the compound of formula (2) with sodium sulphide and sulphur in methanol, whereby Ms represents SO R`, and R and R` independently of one another represent C1-C6 alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkylalkyl, aryl or aralkyl. The invention relates in particular to methods for producing pure R- or S-dihydrolipoic acid, which is either used directly or processed further to obtain R- and S-lipoic acid. The method is also used to produce medicaments. The invention also relates to a solution of sodium sulphide-trihydrate and sulphur in methanol, whereby the sulphur is present as a molar surplus in relation to the sodium sulphide-trihydrate, and to a kit that comprises the inventive solution.

    Abstract translation: 本发明涉及一种方法,用于R-和S-硫辛酸和R-二氢硫辛酸的制备,其包括(a)使(I),其中MS是SO <2> R`和R和R`独立地为C1-C6烷基 ,C3-C8环烷基,C3-C8-环烷基烷基,芳基或芳烷基,与硫化钠和硫在甲醇中。 具体而言,本发明提供用于制备纯的R或S-二氢硫辛酸的,其直接或R-和S-硫辛酸涉及进一步的处理中使用的方法。 该方法也可用于制备药物。 本发明还涉及硫化酸钠三水合物和硫的甲醇溶液中,硫是存在的摩尔过量于Natriumsfulfid三水合物和包含本发明的

    9.
    发明专利
    未知

    公开(公告)号:DE50110077D1

    公开(公告)日:2006-07-20

    申请号:DE50110077

    申请日:2001-11-29

    Applicant: BASF AG

    Abstract: The present invention relates to a process for the preparation of R- and S-lipoic acid and R- and S-dihydrolipoic acid comprising (a) reaction of where MS is SO 2 -R' and R and R' independently of one another are C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkylalkyl, aryl or aralkyl, with sodium sulfide and sulfur in methanol. The invention especially relates to processes for preparing pure R- or S-dihydrolipoic acid, which is either used directly or processed further to give R- and S-lipoic acid. The process also serves for the production of pharmaceuticals. The present invention further relates to a solution of sodium sulfide trihydrate and sulfur in methanol, the sulfur being present in a molar excess over the sodium sulfide trihydrate, and a kit which comprises the solution according to the invention.

    10.
    发明专利
    未知

    公开(公告)号:DE59806098D1

    公开(公告)日:2002-12-12

    申请号:DE59806098

    申请日:1998-08-07

    Applicant: BASF AG

    Abstract: New and known phosphonium salts are prepared by reacting an alcohol with a triarylphosphine and a sulfonic acid in a solvent. Preparation of phosphonium salts of formula (I) comprises reaction of 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol (II) with a triarylphosphine and a sulfonic acid of formula XH (III) in a solvent. X = Q-SO3 ; Q = CnH2n+1, Ar' or CF3; R = aryl; n = 1, 2, 3 or 4; Ar' = phenyl or toluyl Independent claims are included for: (1) compounds (I) when Q is other than Ar'; and (2) preparation of lycopine by reaction of a compound of formula (I) with 2,7-dimethyl-2,4,6- octatrienedial.

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