21.
    发明专利
    未知

    公开(公告)号:DE19630082A1

    公开(公告)日:1998-01-29

    申请号:DE19630082

    申请日:1996-07-26

    Applicant: BASF AG

    Abstract: A process is disclosed for preparing 3-pyrroline-2-carboxylic acid derivatives of formula (I), in which R stands for H, C1-C6-alkyl, benzyl, benzyl substituted at the phenyl radical, allyloxycarbonyl, C1-C6-alkyloxycarbonyl, benzyloxycarbonyl, in which the benzyl radical can be substituted by OCH3 radicals, or for C1-C4-alkylcarbonyl; or R stands for an amino acid radical which can be alkylated or acylated at the nitrogen and is linked by the C-terminal; and R stands for OH, C1-C4-alkyloxy, benzyloxy or an N R group, in which R and R represent independently from each other H, C1-C4-alkyl, benzyl, phenyl or pyridyl, in which the aromatic compounds in R and R can be substituted by up to three identical or different substituents selected from the group composed of methyl, methoxy, hydroxy, cyano or halogen. According to this process, the sulphonic acid radical is eliminated by means of a base from a compound having the formula (II), in which R and R have the above meanings and R stands for C1-C6-alkyl, benzyl, trifluoromethyl, naphthyl or phenyl optionally substituted by radicals from the group composed of methyl, nitro and halogen.

    22.
    发明专利
    未知

    公开(公告)号:ES2101906T3

    公开(公告)日:1997-07-16

    申请号:ES93112314

    申请日:1993-07-31

    Applicant: BASF AG

    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.

    23.
    发明专利
    未知

    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

    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.

    Racemic alpha- and gamma-lipoic acid prepn. - from cyclohexanone and vinyl alkyl ether in good yield by economical multi-stage process

    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

    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).

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