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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
Inventor: STUERMER RAINER , KLATT MARTIN JOCHEN , BOERMER ARMIN , HOLZ JENS , VOSS GUDRUN
IPC: B01J31/24 , C07B53/00 , C07B61/00 , C07C67/297 , C07C67/31 , C07C69/67 , C07C69/675 , C07C69/732
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.
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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
Inventor: STUERMER RAINER , KLATT MARTIN JOCHEN , BOERMER ARMIN , HOLZ JENS , VOSS GUDRUN
IPC: B01J31/24 , C07B53/00 , C07B61/00 , C07C67/297 , C07C67/31 , C07C69/67 , C07C69/675 , C07C69/732
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.
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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
Inventor: STUERMER RAINER , KLATT MARTIN JOCHEN , BOERMER ARMIN , HOLZ JENS , VOSS GUDRUN
IPC: B01J31/24 , C07B53/00 , C07B61/00 , C07C67/297 , C07C67/31 , C07C69/67 , C07C69/675 , C07C69/732 , C07C67/313
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.
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公开(公告)号:AT240932T
公开(公告)日:2003-06-15
申请号:AT99118428
申请日:1999-09-17
Applicant: BASF AG
Inventor: STUERMER RAINER , KLATT MARTIN JOCHEN , BOERMER ARMIN , HOLZ JENS , VOSS GUDRUN
IPC: B01J31/24 , C07B53/00 , C07B61/00 , C07C67/297 , C07C67/31 , C07C69/67 , C07C69/675 , C07C69/732
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.
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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
Inventor: STUERMER RAINER , KLATT MARTIN JOCHEN , BOERMER ARMIN , HOLZ JENS , VOSS GUDRUN
IPC: B01J31/24 , C07B53/00 , C07B61/00 , C07C67/297 , C07C67/31 , C07C69/67 , C07C69/675 , C07C69/732
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.
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