PRODUCTION OF ENANTIOMERICALLY PURE BETA-HYDROXY ESTER

    公开(公告)号:JP2000119217A

    公开(公告)日:2000-04-25

    申请号:JP27882199

    申请日:1999-09-30

    Applicant: BASF AG

    Abstract: PROBLEM TO BE SOLVED: To provide a method for producing the subject β-hydroxy ester in high yield by reacting a β-keto ester with hydrogen in the presence of a ruthenium catalyst. SOLUTION: This method is to react (A) a β-keto ester with (B) hydrogen in the presence of (C) a catalyst of the formula, LRuX2 [X is a halogen, acetate or aryl; and L is a bidentate phospholane of the formula (B is an 1-6C crosslink between 2 Ps; R1 is H or an 1-6C alkyl or the like; R2 is alkyl or aryl; (m) is 0 or 1; and R3 is H or the like)], pref., at 0 to 100 deg.C under a pressure of 0.1 to 300 bars in an alkanol-containing solvent. The weight ratio of the component C to component A is pref. (1 to 10) to (1 to 1000,000). In the above reaction, it is preferable to add (D) 0.5 to 2 mol equivalents of acid esp. strong acid, (e.g. mineral acid or trifluoroacetic acid) to the component C.

    3.
    发明专利
    未知

    公开(公告)号:DE59905626D1

    公开(公告)日:2003-06-26

    申请号:DE59905626

    申请日:1999-09-17

    Applicant: BASF AG

    Abstract: Enantiomerically pure beta -hydroxyesters (I) are prepared by asymmetric hydrogenation of a beta -hydroxyester (II) over a ruthenium complex catalyst (III) containing an optically active bidentate bis-phospholane ligand. Preparation of enantiomerically pure beta -hydroxyesters (I) involves reacting a beta -hydroxyester (II) with hydrogen in presence of a ruthenium complex catalyst of formula (III): LRuX2 (III) X = halo, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate; L = bidentate bis-phospholane ligand of formula (A) : Y = bridging group providing 1-5C between the two P atoms; R1 = H, 1-6C alkyl, aryl, alkaryl or Si(R2)3; R2 = alkyl or aryl; m = 0 and R3 = OR4; or m = 1 and R3 = H; R4 = as R1.

    6.
    发明专利
    未知

    公开(公告)号:DE19845517A1

    公开(公告)日:2000-04-06

    申请号:DE19845517

    申请日:1998-10-02

    Applicant: BASF AG

    Abstract: Enantiomerically pure beta -hydroxyesters (I) are prepared by asymmetric hydrogenation of a beta -hydroxyester (II) over a ruthenium complex catalyst (III) containing an optically active bidentate bis-phospholane ligand. Preparation of enantiomerically pure beta -hydroxyesters (I) involves reacting a beta -hydroxyester (II) with hydrogen in presence of a ruthenium complex catalyst of formula (III): LRuX2 (III) X = halo, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate; L = bidentate bis-phospholane ligand of formula (A) : Y = bridging group providing 1-5C between the two P atoms; R1 = H, 1-6C alkyl, aryl, alkaryl or Si(R2)3; R2 = alkyl or aryl; m = 0 and R3 = OR4; or m = 1 and R3 = H; R4 = as R1.

    8.
    发明专利
    未知

    公开(公告)号:ES2200449T3

    公开(公告)日:2004-03-01

    申请号:ES99118428

    申请日:1999-09-17

    Applicant: BASF AG

    Abstract: Enantiomerically pure beta -hydroxyesters (I) are prepared by asymmetric hydrogenation of a beta -hydroxyester (II) over a ruthenium complex catalyst (III) containing an optically active bidentate bis-phospholane ligand. Preparation of enantiomerically pure beta -hydroxyesters (I) involves reacting a beta -hydroxyester (II) with hydrogen in presence of a ruthenium complex catalyst of formula (III): LRuX2 (III) X = halo, acetate, allyl, methallyl, 2-phenylallyl, perchlorate, trifluoroacetate, tetrafluoroborate, hexafluoroantimonate, hexafluorophosphate, hexafluoroarsenate or trichloroacetate; L = bidentate bis-phospholane ligand of formula (A) : Y = bridging group providing 1-5C between the two P atoms; R1 = H, 1-6C alkyl, aryl, alkaryl or Si(R2)3; R2 = alkyl or aryl; m = 0 and R3 = OR4; or m = 1 and R3 = H; R4 = as R1.

    9.
    发明专利
    未知

    公开(公告)号:ES2176855T3

    公开(公告)日:2002-12-01

    申请号:ES98109834

    申请日:1998-05-29

    Abstract: Phospholane and diphospholane compounds of formula (I) are new. R , R = independently 1-6C alkyl, aryl or alkylaryl (R may also be H); Either A has the same meanings as R , or is a group of formula (i), where B is a 1-5C bridging group. Also claimed are metal complexes of (I) whose metal atom is selected from Rh, Ru, Ir, Pd, Pt or Ni. Also claimed is a method for asymmetric hydrogenation of a starting compound, which comprises reacting it with hydrogen in the presence of the metal complex at 1 - 2 bar.

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