公开(公告)号：DE4322277A1

公开(公告)日：1995-01-12

申请号：DE4322277

申请日：1993-07-05

Applicant: BASF AG

Inventor： ERNST HANSGEORG DR ,  PAUST JOACHIM DR ,  RHEUDE UDO DR

IPC: C07C41/18 ,  C07C45/45 ,  C07C49/303 ,  C07C403/24 ,  C07D317/46 ,  C07D317/50 ,  C07D317/54 ,  C07D407/06 ,  C07D407/12 ,  C07F9/54 ,  C09B23/10 ,  C07C43/184

Abstract: Compounds of the general formula I in which R is H or C1-C4-alkyl, R is C1-C4-alkyl and R is an ether, silyl ether or acetal protective group which can be converted into a hydroxyl group by hydrolysis, in particular one of the radicals and a process for the production of these compounds by reacting an alkenyne of the general formula II in an inert solvent with additional use of lithium amide with a cyclohexenone of the general formula III and the use of the compounds of the formula I for the production of astaxanthin.

公开(公告)号：DE4320230A1

公开(公告)日：1994-12-22

申请号：DE4320230

申请日：1993-06-18

Applicant: BASF AG

Inventor： PAUST JOACHIM DR ,  ECKES PETER DR ,  SIEGEL WOLFGANG DR ,  BALKENHOHL FRIEDHELM DR ,  DOBLER WALTER DR

IPC: C07C69/708 ,  C07C319/08 ,  C07C323/52 ,  C07D339/04 ,  C07C51/285 ,  C07C51/31 ,  C07C59/125 ,  C07C59/225 ,  C07C319/02 ,  C07C319/26 ,  C07D313/04

Abstract: Process for the preparation of R/S- gamma -lipoic acid, of the formula I, or R/S- alpha -lipoic acid, of the formula II, which is characterised in that A) cyclohexanone is reacted with a vinyl alkyl ether of the general formula III in which R represents C1-C3-alkyl, in the presence of a suitable free-radical initiator, B) the resulting 2-alkoxyethylcyclohexanone of the general formula VI is converted with performic acid by Baeyer-Villiger oxidation to give a mixture essentially composed of 8-alkoxy-6-formyloxyoctanoic acid, 8-alkoxy-6-hydroxyoctanoic acid and their lactone, C) the resulting mixture is reacted with thiourea in a manner known per se in the presence of hydrobromic acid or hydroiodic acid to give R/S- gamma -lipoic acid, of the formula I, which is isolated, or else D) the resulting crude R/S- gamma -lipoic acid is converted to R/S- alpha -lipoic acid, of the formula II, by atmospheric oxidation in the presence of catalytic amounts of iron (III) compounds, E) the R/S- alpha -lipoic acid is distilled by continuous distillation in a film evaporator, and F) the resulting R/S- alpha -lipoic acid, which has been pre-purified by distillation, is purified by crystallisation.

公开(公告)号：DE4313089A1

公开(公告)日：1994-10-27

申请号：DE4313089

申请日：1993-04-22

Applicant: BASF AG

Inventor： JOHN MICHAEL DR ,  PAUST JOACHIM DR

IPC: C07C51/353 ,  C07C403/20

Abstract: 13-(Z)-retinoic acid is prepared by a) reaction of 5-hydroxy-4-methyl-2-(5H)-furanone with a [3-methyl-5-(2,6,6-trimethyl-1-cyclohexene-1-yl)-2,4-pentadienyl] triarylphosphonium salt and b) subsequent partial isomerisation of the mixture of 13-(Z)- and 11,13-di-(Z)-retinoic acid obtained, characterised in that in reaction step a) the reaction is carried out in the presence of lithium hydroxide as alkali metal hydroxide and in dimethylformamide as solvent at temperatures from +10 to -9 DEG C and/or in reaction step b) the isomerisation is carried out by irradiation with light in the wavelength range between 200 and 600 nm of the isomer mixture obtained as in a) in an organic solvent in the presence of a photon sensitiser.

公开(公告)号：DE4223889A1

公开(公告)日：1994-01-27

申请号：DE4223889

申请日：1992-07-21

Applicant: BASF AG

Inventor： PAUST JOACHIM DR ,  KRAUSE WOLFGANG DR

IPC: B01J31/02 ,  C07B61/00 ,  C07C41/50 ,  C07C43/303

Abstract: An improved process for preparing E,Z-butenedial bis(dialkyl acetals) by reacting the corresponding 2,5-dialkoxy-2,5-dihydrofurans with the corresponding lower alkanols in the presence of an acid at elevated temperature entails carrying out the reaction in the presence of approximately equimolar amounts of a trialkyl orthoformate and in the presence of catalytic amounts of a strong mineral acid or of a strong organic acid.

公开(公告)号：DE4209616A1

公开(公告)日：1993-09-30

申请号：DE4209616

申请日：1992-03-25

Applicant: BASF AG

Inventor： PAUST JOACHIM DR ,  SIEGEL WOLFGANG DR

IPC: C07C67/343 ,  C07C69/675 ,  C07C69/732 ,  C07C69/734 ,  C07C69/73 ,  C07F3/06 ,  C07D307/16 ,  C07D319/04 ,  C07D333/24

Abstract: Process for the preparation of esters of beta -hydroxycarboxylic acids of the general formula I … … in which …… R and R denote C1- to C20-alkyl which is optionally substituted by C1- to C8-alkoxy and/or halogen; C3- to C20-alkoxycarbonylalkyl, C2- to C20-alkenyl, C5- to C30-acetylalkenyl, aryl which is optionally mono- to pentasubstituted by C1- to C8-alkyl, C1- to C8-alkoxy and/or halogen; C7- to C20-aralkyl, C7- to C20-aralkenyl, hetaryl, C3- to C20-cycloalkyl, C4- to C20-cycloalkylalkyl or, together, denote a C2- to C8-alkylene chain and R or R denotes hydrogen, … R denotes hydrogen, C1- to C20-alkyl, C2- to C20-alkenyl, aryl which is optionally mono- to pentasubstituted by C1- to C8-alkyl, C1- to C8-alkoxy and/or halogen; C7- to C20-aralkyl, C3- to C20-cycloalkyl or C4- to C20-cycloalkylalkyl, … R denotes C1- to C20-alkyl, C2- to C20-alkenyl, C7- to C20- aralkyl, C3- to C20-cycloalkyl or C4- to C20-cycloalkylalkyl, … by reaction of carbonyl compounds of the general formula II … … in which R and R have the abovementioned meanings, with esters of alpha -bromocarboxylic acids of the general formula III … … in which R and R have the abovementioned meanings, by carrying out the reaction with zinc in dichloromethane at temperatures from 0 to 50 DEG C, and a process for the preparation of esters of alpha -bromozinc-carboxylic acids of the general formula IV … … in which …… R denotes hydrogen, C1- to C20-alkyl, C2- to C20-alkenyl, aryl which is optionally mono- to pentasubstituted by C1- to C8-alkyl, C1- to C8-alkoxy and/or halogen; C7- to C20-aralkyl, C3- to C20-cycloalkyl or C4- to C20-cycloalkylalkyl, … R denotes C1- to C20-alkyl, C4- to C20-alkenyl, C7- to C20- aralkyl, C3- to C20-cycloalkyl or C4- to C20-cycloalkylalkyl, … from esters of alpha -bromocarboxylic acids of the general formula III according to Claim 1, which is characterised in that the reaction with zinc in dichloromethane is carried out at temperatures from 0 to 50 DEG C and the use of dichloromethane for the stable storage of the esters of alpha -bromozinc-carboxylic acids IV.

公开(公告)号：DE3877423D1

公开(公告)日：1993-02-25

申请号：DE3877423

申请日：1988-06-08

Applicant: BASF AG

Inventor： KNAUS GUENTER H DR ,  ERNST HANSGEORG DR ,  THYES MARCO DR ,  PAUST JOACHIM DR

IPC: C07C69/65 ,  C07C69/653 ,  C07F9/40

Abstract: Ethyl 4-(O,O-dialkylphosphono) tiglates of formula (Ia) are new (where R1 = 1-4C alkyl). Tiglates (I) are produced by (a) reacting an alkyl 2-methyl-3-butenoate of formula (II) with Cl2 or Br2 in the absence of solvent; (b) reacting the resulting 3,4-dihalo-2-methylbutyrate of formula (III) with an alkali metal hydroxide in R2OH or R2OH/H2O; (c) reacting the resulting alkyl 4-halotiglate (E/Z isomer mixt.) of formula (IV) with a trialkyl phosphite of formula (V); and (d) thermally isomerising the prod. (In the formulae R2 = 1-3C alkyl; X = Cl or Br). Prodn. of cpds. (IV) is also claimed.

公开(公告)号：DE3876483D1

公开(公告)日：1993-01-21

申请号：DE3876483

申请日：1988-04-16

Applicant: BASF AG

Inventor： DOBLER WALTER DR ,  PAUST JOACHIM DR

IPC: C07B61/00 ,  C07H3/02

Abstract: Conversion of pentose or hexose sugars (I) with a 2,3-cis configuration to the corresp. sugars (II) with a 2,3-trans configuration is effected by continuously passing a soln. of (I) in aq. MeOH or EtOH through a tube contg. a basic ion exchanger loaded with a hexavalent Mo cpd. in the absence of boric acid cpds.

公开(公告)号：DE3872002D1

公开(公告)日：1992-07-23

申请号：DE3872002

申请日：1988-02-20

Applicant: BASF AG

Inventor： KNAUS GUENTER H DR ,  PAUST JOACHIM DR

IPC: B01J31/30 ,  C07B61/00 ,  C07C45/00 ,  C07C45/38 ,  C07C47/21 ,  C07C47/225 ,  C07C47/267 ,  C07C47/277 ,  C07C49/757 ,  C07C67/00 ,  C07C67/31 ,  C07C67/313 ,  C07C69/73 ,  C07C69/738 ,  C07C401/00 ,  C07C403/00 ,  C07C403/08 ,  C07C403/14 ,  C07D317/26 ,  C07D319/06

Abstract: Prodn. of polyene-aldehydes of formula (I) comprise oxidn. of the corresponding polyene-alcohol (II) with O2 (contg. gas) in presence of a catalyst system consisting of 2,2,6,6-tetramethyl piperidin-1-oxyl (III), or its 4-oxo deriv., and CuCl. (a), (b), (c), (d) COOR', CHO or CH(OR'')2; R' = opt. substd. alkyl, aryl, aralkyl or cycloalkyl, all opt. substd.; R'' = 1-4C alkyl or 2 R'' are together CH2CH2 or CH2CH2CH2, opt. substd. by 1-4C alkyl. Pref. (I) is (all-E) retinal (Ia), prepd. from (all-E) retinol (IIa), and reaction is carried out in a homogeneous soln.. Reaction solvents include DMF; dimethylacetamide; N-methyl-2-pyrrolidone or N,N-dimethyl-(ethylene or propylene)ureas, and the reaction is at 0-40 (pref. 20-40) deg.C. The (III):CuCl mole ratio is 1:0.5-3, and the individual catalyst components are 1-10 (esp. 5-10) mole % based on (II).

公开(公告)号：DE3583094D1

公开(公告)日：1991-07-11

申请号：DE3583094

申请日：1985-09-10

Applicant: BASF AG

Inventor： LEININGER HARTMUT DR ,  LITTMANN WOLFGANG DR ,  PAUST JOACHIM DR ,  TRAUTMANN WALTER DR

IPC: C07D241/20 ,  C07D403/04

Abstract: 2-Amino-3,5-di-(halomethyl)-pyrazines of the general formula I (I) where X is either chlorine or bromine, m and n may each be 0, 1, 2 or 3 and R1 and R2 are each hydrogen or a protective group or may furthermore be bonded to one another, in particular those compounds of the formula I in which m is 1 and n is 2 and/or R1 and R2 together form a phthaloyl radical, are useful intermediates for the pteridine building block of folic acid or folic acid analogs. They are obtained by a method in which a 2-amino-3,5-dimethylpyrazine of the general formula II (II) is treated with a chlorinating or brominating agent and, where R1 and/or R2 are protective groups, these are, if desired, eliminated when the chlorination or bromination is complete.

公开(公告)号：DE4040452A1

公开(公告)日：1991-06-27

申请号：DE4040452

申请日：1990-12-18

Applicant: BASF AG

Inventor： NAARMANN HERBERT DR ,  COSMO ROBERT DR ,  PAUST JOACHIM DR

IPC: C07C215/52 ,  C07C403/18 ,  C08F38/00 ,  C08G61/04 ,  G01N27/30 ,  G01N27/403 ,  H01B1/12

Abstract: Polyenes (I) of formula (1) or (2) are new. In formula R = end gp. of natural or synthetic polyene; R1 = H, Me or CN; n = deg. of polymerisation partic. 1-1000; R1 = H or OH; R2 = H or 1-6C alkyl where carboxylic ring in 5,6-position is not jointed by ortho fusion or is so fused to naphthalene, anthracene, or phenanthrene are new. (I) are obtainable by known condensation reactions. USE - Used for transporting and amplifying electrical impulses, as biosensors, photovoltaic electrodes, information or energy storage (claimed).