公开(公告)号：DE59306642D1

公开(公告)日：1997-07-10

申请号：DE59306642

申请日：1993-07-31

Applicant: BASF AG

Inventor： KAISER KLAUS DR ,  BALKENHOHL FRIEDHELM DR ,  PAUST JOACHIM DR

IPC: C07F9/655

Abstract: Process for obtaining the calcium salt of ascorbyl 2-monophosphate from aqueous/alkaline reaction mixtures as they are obtained when ascorbic acid is reacted with a molar excess of phosphorus oxychloride in the presence of a tertiary amine while maintaining a pH of 12 to 13 during the reaction by means of an aqueous alkali metal solution, which process is characterised in that a) starting from a reaction mixture which has been obtained by reacting ascorbic acid with phosphorus oxychloride in the presence of pyridine while maintaining a pH of 12 to 13 by means of an aqueous potassium hydroxide solution, b) the phosphoric acid ions formed during this reaction are precipitated by means of magnesium chloride in amounts of approximately 1 mol per mol of phosphoric acid ions as potassium magnesium phosphate, c) the potassium magnesium phosphate is separated off, d) the pyridine together with some of the water is removed from the remaining aqueous solution by distillation, e) the resulting aqueous solution is reacted with calcium chloride and f) the calcium salt of ascorbyl 2-monophosphate, which crystallises out during this process in the form of the calcium salt, is isolated, or in that, after process step a), the pyridine/water mixture is first removed as described in process step d) and process steps (b), (c), (e) and (f) are subsequently carried out.

公开(公告)号：DE4446451A1

公开(公告)日：1996-06-27

申请号：DE4446451

申请日：1994-12-23

Applicant: BASF AG

Inventor： KRAUSE WOLFGANG DR ,  PAUST JOACHIM DR

IPC: B01J31/30 ,  C07C403/14 ,  C07D211/94

公开(公告)号：DE4435421A1

公开(公告)日：1996-04-11

申请号：DE4435421

申请日：1994-10-04

Applicant: BASF AG

Inventor： KRAUSE WOLFGANG DR ,  ERNST HANSGEORG DR ,  PAUST JOACHIM DR ,  RHEUDE UDO DR ,  DOBLER WALTER DR

IPC: C07C67/307 ,  C07C69/65 ,  C07F9/40

Abstract: Prodn. of trialkyl 4-phosphono-2-methyl-2-butenoate esters of formula (I) with a high E-isomer content comprises (a) reacting an alkyl 2-hydroxy-2-methyl-3-butenoate of formula (II) with PBr3 or PCl3 at 0-80 degrees C in the absence of pyridine to form a mixt. of an alkyl 4-halo-2- methyl-2-butenoate of formula (III) and an alkyl 2-halo-2-methyl-3-butenoate of formula (IV), and (b) reacting the mixt. with a trialkyl phosphite of formula (V) at 70-140 degrees C. R1, R2 = Me or Et; X = Cl or Br. Also claimed is the prodn. of (III) as in step (a) above at a temp. of 20-80 degrees C.

公开(公告)号：DE59202769D1

公开(公告)日：1995-08-10

申请号：DE59202769

申请日：1992-02-21

Applicant: BASF AG

Inventor： AQUILA WERNER DR ,  SCHOLZ HANS-ULRICH DR ,  FUCHS HARTWIG ,  KRAUSE WOLFGANG DR ,  PAUST JOACHIM DR ,  HOFFMANN WERNER DR

IPC: C07D317/26 ,  B01J23/50 ,  B01J23/72 ,  C07B61/00 ,  C07C41/18 ,  C07C43/178 ,  C07C45/38 ,  C07C47/277 ,  C07C67/313 ,  C07C69/73 ,  C07D319/06

Abstract: Preparation of 3-alkoxycarbonylpropenals and 3-dialkoxymethylpropenals of the general formula Ia and Ib, respectively, … … (R = C1-C3-alkyl; R and R = H, Me or Et; R and R = C1-C4-alkyl, which can be linked to form a 5- or 6-membered ring), by reacting a corresponding alcohol IIa or IIb … … with oxygen or an oxygen-containing gas in the gas phase in the presence of a metal of group IB of the Periodic System or of a compound of one of these metals as catalysts. … The process products are used as intermediates for the synthesis of carotenoids.

公开(公告)号：FR2709490A1

公开(公告)日：1995-03-10

申请号：FR9410366

申请日：1994-08-29

Applicant: BASF AG

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

IPC: C07C403/16 ,  C07C47/21 ,  C07C69/66 ,  C07C403/00 ,  C07C403/24 ,  C07F9/50 ,  C07F9/54 ,  C07C49/325

Abstract: Process for the preparation of astaxanthin by reaction of the tertiary alcohol of formula II or of the diacetate of formula III in an inert solvent with aqueous hydrochloric acid or hydrobromic acid, which gives a halide which is converted, by reaction with triphenylphosphine, to a triphenylphosphonium salt which is reacted, according to a Wittig reaction, with 2,7-dimethyl-2,4,6-octatriene-1,8-dial. By carrying out the reaction of the halide with triphenylphosphine in an acyclic lower dialkyl ether, the triphenylphosphonium salt is obtained in a highly crystalline form which makes isolation easier and which improves the yields.

公开(公告)号：DE4229914A1

公开(公告)日：1994-03-10

申请号：DE4229914

申请日：1992-09-08

Applicant: BASF AG

Inventor： BALKENHOHL FRIEDHELM DR ,  PAUST JOACHIM DR ,  HUELLMANN MICHAEL DR

IPC: C07C69/708 ,  C07C319/08 ,  C07C323/52 ,  C07D313/04 ,  C07D339/04

Abstract: Prepn. of racemic gamma-liponic acid of formula (Ia) and racemic alpha-liponic acid of formula (Ib) comprises: (a) reacting cyclohexanone of formula (II) with a vinyl alkyl ether of formula (III) in the presence of a radical initiator; (b) converting the resulting 2-alkoxyethyl-cyclohexanone of formula (IV) by Baeyer-Villiger oxidn. using an organic peracid or salt or an inorganic peroxo cpd. into an 8-alkoxy-6-hydroxy-octanoic acid lactone of formula (V) or a mixt. of this lactone with the parent acid, of formula (VI) and (c) converting the prod. with thiourea in the presence of HBr or Hl into (Ia) and isolated this: and, where (Ib) is required, (d) oxidising the crude (Ia) with air in the presence of a ferric catalyst; (e) continuously distilling the crude (IB) obtd. in a film evaporator under 0.02-0.2 mbar press. at 60-200 deg.C; and (f) isolating (Ib) by crystallisation R1 = 1-3C alkyl. Pref. step a) is carried out using di-tert-butyl peroxide as the radical initiator. Sodium metaperborate or permaleic acid (prepd. in situ.) is used as the reagent in step B). Ferric chloride is the catalyst used in step d). Step e) is carried out under 0.05-0.1 bar pressure and at 130-160 deg.C (Ib) is crystallised from diisopropyl ether or hexane/ethyl acetate in step f). USE/ADVANTAGE - (Ib) is useful in treating liver disease, neuropathies, esp. diabetic polyneuropathy, HIV-1 and HTLV IIIB. Use of (Ia) is described in DE4035456. Compared with the processes described in DE3512911, the method is simpler and uses cheaper starting materials and milder conditions. Overall yield is 35%, compared with 10% using cyclohexanone and 2-ethoxyethyl bromide and 19% using cyclohexanone according to JACS 79 (1957), pp 3503-3505 or US2993056. In an example, a) Cyclohexanone (II) (2940 g) is treated at reflux with a soln. of di-tert.butyl peroxide (87.6 g) in ethyl vinyl ether (III) (216 g). Refluxing, cooling, removal of volatiles and distillation of the residue gives 2-(2-ethoxyethyl)-cyclohexanone (IV) (350 g; 69% yield); b.pt. 60-65 deg.C/0.5mbar. b) (IV) (680 g) was added while stirring and maintaining gentle boiling to a suspension of m-chloroperbenzoic acid (1506 g) in CH2Cl2 (2 l). The mixt. is stirred at 40 deg.C, cooled, treated with satd. Na2CO3 soln. (3 l) and the sepd. organic phase is washed (Na2CO3), dried (MgSO4) and concentrated to give lactone (V) (640 g; 86% yield).

公开(公告)号：DE4226752A1

公开(公告)日：1994-02-17

申请号：DE4226752

申请日：1992-08-13

Applicant: BASF AG

Inventor： NAARMANN HERBERT DR ,  PAUST JOACHIM DR ,  FISCH HERBERT DR ,  SCHROF WOLFGANG DR

IPC: C07C15/42 ,  C07C15/50 ,  C07C201/12 ,  C07C205/06 ,  C07C205/44 ,  C07C209/68 ,  C07C211/50 ,  C07C403/02 ,  C07D207/32 ,  C07D207/335 ,  C07D333/18 ,  C07F9/40 ,  C08G61/02 ,  H01B1/12 ,  C07C403/24 ,  C07C1/34 ,  C07D521/00 ,  H01B1/04

Abstract: New star-shaped polyenes are of formula (I): A = 6-30C aromatic ring system or heteroaromatic ring system contg. N, O or S as hetero-atom; R1-3 = polyenes with 2-50 double bonds. New polymeric star-shaped polyenes (II) obtd. by crosslinking some (I), and the prepn. (I) and (II) are also claimed. USE/ADVANTAGE - (I) and (II) are used as electroconductive materials (claimed). (I) are soluble and their substits. can have definite orientation, making them of particular interest in the optical and optoelectronics fields. They are suitable for incorporation in high mol. systems with definite structure.

公开(公告)号：DE4100739A1

公开(公告)日：1992-07-16

申请号：DE4100739

申请日：1991-01-12

Applicant: BASF AG

Inventor： PAUST JOACHIM DR ,  HOPPE PETER PAUL DR MED ,  KOHLER WALTER DR ,  LUEDDECKE ERIK DR ,  SCHNEIDER JOACHIM U DR ,  RHEUDE UDO DR

IPC: A23K20/179 ,  A23K50/75 ,  A23K50/80 ,  C07C403/20

Abstract: A feedstuff for laying hens, chickens for eating, fish or crustacea contains small amts. of neurospiraxanthine (I) and/or its esters as dyestuff. The (I)-esters are those from 1-4C alkanols, esp. ethanol. The feedstuff contains 1-150 ppm of (I) or its ester, esp. 1-15 ppm for laying hens and broilers, 10-150 ppm for fish and 20-150 ppm for crustacea. USE/ADVANTAGE - (I) and its esters cause pigmentation of the egg yolks, of the skin, meat and legs of broilers of the flesh of fish and of crustacea and of the shells. (I) and its esters are more effective than the previously used red carotinoids Carthaxanthine, Astaxanthine and citraxanthine and are easier to prepare than the first two as the introduction of the oxygen function(s) in the cyclohexene ring gives increased preparative expenditure.

公开(公告)号：DE58901065D1

公开(公告)日：1992-05-07

申请号：DE58901065

申请日：1989-03-22

Applicant: BASF AG

Inventor： DOBLER WALTER DR ,  EGGERSDORFER MANFRED DR ,  PAUST JOACHIM DR

IPC: C07D475/14 ,  C07F9/547 ,  C07F9/6561

Abstract: Process for the purification of salts of riboflavin 5'-phosphate obtained by phosphorylation of riboflavin and reaction of the riboflavin 5'-phosphate (5'-FMN) contaminated with unreacted riboflavin and isomeric riboflavin monophosphates and diphosphates and formed in this process with alkali metal hydroxides or nitrogen bases, which is characterised in that a) an approximately 1 to 15% strength by weight homogeneous, clear, aqueous 5'-FMN salt solution having a pH from 4 to 7 is prepared from the crude 5'-FMN obtained in the phosphorylation, water, and the alkali metal hydroxide or the nitrogen base, preferably sodium hydroxide solution, optionally with warming at 30 to 100 DEG C, b) the solution obtained is treated with a suitable polymeric adsorber resin and c) the 5'-FMN salt largely purified of unreacted riboflavin is isolated from the solution obtained in this process and, if desired, the solution is submitted to a subsequent fine purification. The treatment with the suitable polymeric adsorber resin is advantageously carried out in a column packed with adsorber resin. The subsequent fine purification can be carried out by means of crystallisation by evaporation or by chromatography of a 5'-FMN solution containing 1 to 15% by weight of dry material in water or a mixture of water and a lower aliphatic alcohol having a pH between 4 and 7 in a minimum amount of 5 to 50% of the bed volume of the column on RP silica gel derivatised with alkyl groups using water or a mixture of water and a lower aliphatic alcohol as the eluent. The preparative chromatography of 5'-FMN salts on derivatised RP silica gel with water or a mixture of water and a lower aliphatic alcohol as the solvent and eluent is also claimed independently of the pretreatment with the suitable adsorber resin.

公开(公告)号：DE4014203A1

公开(公告)日：1991-11-07

申请号：DE4014203

申请日：1990-05-03

Applicant: BASF AG

Inventor： ERNST HANSGEORG DR ,  PAUST JOACHIM DR ,  HOFFMANN WERNER DR

IPC: C07C45/75 ,  C07C49/653 ,  C07C49/743 ,  C07C69/63 ,  C07C403/12 ,  C07C403/24 ,  C07F9/54

Abstract: Process for the preparation of canthaxanthine (Ia) and astaxanthine (Ib) of the general formula I … … in which R represents H (a) or OH (b), which process is characterised in that a tertiary alcohol of the general formula II … … in which R represents H (a) or OH (b), is reacted with trifluoroacetic acid, the novel trifluoroacetate obtained of the general formula III … … is reacted with triphenylphosphine, the novel triphenylphosphonium trifluoroacetate obtained of the general formula IV … … is reacted with 2,7-dimethyl-2,4,6-octatriene-1,8-dial under the conditions of a Wittig synthesis. In addition, the invention relates to the novel trifluoroacetates of the formula III and the corresponding triphenylphosphonium trifluoroacetates of the formula IV.