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11. 发明授权

US07135580B2 Process for the manufacture of α-tocopheryl acetate 有权
标题翻译：制备α-生育酚乙酸酯的方法
公开(公告)号：US07135580B2
公开(公告)日：2006-11-14
申请号：US10541360
申请日：2003-12-22
申请人： Werner Bonrath , Claus Dittel , Lisa Giraudi , Thomas Netscher , Thomas Pabst
发明人： Werner Bonrath , Claus Dittel , Lisa Giraudi , Thomas Netscher , Thomas Pabst
IPC分类号： C07D311/72
CPC分类号： C07D311/72
摘要： The present invention is concerned with a novel process for the manufacture of α-tocopheryl acetate which comprises reacting 2,3,6-trimethylhydroquinone-1-acetate with a compound selected from the group consisting of phytol (formula IV with R═OH), iso-phytol (formula III with R═OH), and (iso) phytol derivatives represented by the following formulae III and IV with R═C2-to C5-alkonoyloxy, benzoyloxy, mesyloxy, bezenesul-fonyloxy or tosyloxy, (IV) in the presence of a catalyst of the formula Mn+(R1SO3−)n, wherein Mn+ is a silver, copper, gallium, hafnium or rare earth metal cation, n is the valence of the cation Mn+, and R1 is fluorine, C1-8-perfluoroalkyl or perfluoroaryl, and, if required, cyclizing any 3-phytyl-2,5,6-trimethylhydroquinone-1-acetate or a double bond isomer thereof obtained as an intermediate reaction product, to produce α-tocopheryl acetate. In the catalyst Mn+ is preferably Ag+, Cu+, Ga3+, Sc3+, Lu3+, Ho3+, Tm3+, Yb3+ or Hf4+.
摘要翻译：本发明涉及制备乙酸α-生育酚酯的新方法，其包括使2,3,6-三甲基氢醌-1-乙酸酯与选自植醇（式IV与R-OH）的化合物反应，异山嵛醇（具有R-OH的式III）和由下式III和IV表示的（iso）植醇醇衍生物，其具有至少2个至5个C 5 - 烷酰氧基，苯甲酰氧基，甲磺酰氧基，枯烯二烯基氧基或甲苯磺酰氧基，（Ⅳ）在式M n n n a a a>>>>>>>>>>>>>>>>>>>>>>>>>> 其中M + N +是银，铜，镓，铪或稀土金属阳离子，n是阳离子的化合价 M + N +，R 1是氟，C 1-8 - 全氟烷基或全氟芳基，如果需要，可以将任何3-植酰基 - 获得的作为中间体反应产物的2,5,6-三甲基氢醌-1-乙酸酯或其双键异构体，以产生乙酸α-生育酚酯。在催化剂中，N + +优选为Ag +，Cu +，Ga 3+，Sc 3 或+ 3+，3+，3 +，3 +，3 +，3 + Hf 4+。

12. 发明申请

US20060052618A1 Process for the manufacture of alpha-tocopheryl acetate 有权
标题翻译：制备α-生育酚乙酸酯的方法
公开(公告)号：US20060052618A1
公开(公告)日：2006-03-09
申请号：US10541360
申请日：2003-12-22
申请人： Werner Bonrath , Claus Dittel , Lisa Giraudi , Thomas Netscher , Thomas Pabst
发明人： Werner Bonrath , Claus Dittel , Lisa Giraudi , Thomas Netscher , Thomas Pabst
IPC分类号： C07D311/04
CPC分类号： C07D311/72
摘要： The present invention is concerned with a novel process for the manufacture of α-tocopheryl acetate which comprises reacting 2,3,6-trimethylhydroquinone-1-acetate with a compound selected from the group consisting of phytol (formula IV with R═OH), iso-phytol (formula III with R═OH), and (iso) phytol derivatives represented by the following formulae III and IV with R═C2-to C5-alkonoyloxy, benzoyloxy, mesyloxy, bezenesul-fonyloxy or tosyloxy, (IV) in the presence of a catalyst of the formula Mn+(R1SO3−)n, wherein Mn+ is a silver, copper, gallium, hafnium or rare earth metal cation, n is the valence of the cation Mn+, and R1 is fluorine, C1-8-perfluoroalkyl or perfluoroaryl, and, if required, cyclizing any 3-phytyl-2,5,6-trimethylhydroquinone-1-acetate or a double bond isomer thereof obtained as an intermediate reaction product, to produce α-tocopheryl acetate. In the catalyst Mn+ is preferably Ag+, Cu+, Ga3+, Sc3+, Lu3+, Ho3+, Tm3+, Yb3+ or Hf4+.
摘要翻译：本发明涉及制备乙酸α-生育酚酯的新方法，其包括使2,3,6-三甲基氢醌-1-乙酸酯与选自植醇（式IV与R-OH）的化合物反应，异山嵛醇（具有R-OH的式III）和由下式III和IV表示的（iso）植醇醇衍生物，其具有至少2个至5个C 5 - 烷酰氧基，苯甲酰氧基，甲磺酰氧基，bezenesul-fonyloxy或tosylox

13. 发明授权

US07935829B2 Manufacture of thiolactones 有权
标题翻译：硫醇内酯的制造
公开(公告)号：US07935829B2
公开(公告)日：2011-05-03
申请号：US11918234
申请日：2006-04-12
申请人： Werner Bonrath , Reinhard Karge , Felix Roessler
发明人： Werner Bonrath , Reinhard Karge , Felix Roessler
IPC分类号： C07D235/02
CPC分类号： B01J31/24 , B01J23/468 , B01J2531/827 , C07D495/04
摘要： The present invention relates to a process for the manufacture of cyclic thio esters (thiolactones) and related compounds by hydrogenation of cyclic thioanhydrides in the presence of metal catalysts.
摘要翻译：本发明涉及在金属催化剂存在下通过氢化环硫代氢化物制备环硫代酯（硫代内酯）和相关化合物的方法。

14. 发明授权

US07435836B2 Process for the manufacture of tocopheryl acylates 有权
标题翻译：生产生物基酰基化物的方法
公开(公告)号：US07435836B2
公开(公告)日：2008-10-14
申请号：US11578549
申请日：2005-04-18
申请人： Werner Bonrath , Lisa Giraudi Bijasson
发明人： Werner Bonrath , Lisa Giraudi Bijasson
IPC分类号： C07D311/72
CPC分类号： C07D311/72
摘要： The present invention relates to a process for the manufacture of a tocopheryl acylate which comprises reacting a tocopherol with an acylating agent in the presence of a solid basic catalyst comprising, an alkali metal and/or alkaline earth metal preferably on a solid carrier and to the use of such catalysts in the acylation of tocopherols.
摘要翻译：本发明涉及一种生产生育酚酰化物的方法，其包括在固体碱性催化剂存在下使生育酚与酰化剂反应，所述固体碱性催化剂包含碱金属和/或碱土金属，优选在固体载体上，在酰化生育酚中使用这种催化剂。

15. 发明授权

US07321053B2 Process for the manufacture of tocyl and tocopheryl acylates 有权
标题翻译：制备辛酰基和生育酚酰化物的方法
公开(公告)号：US07321053B2
公开(公告)日：2008-01-22
申请号：US10554885
申请日：2004-04-27
申请人： Werner Bonrath , Lisa Giraudi
发明人： Werner Bonrath , Lisa Giraudi
IPC分类号： C07C67/02
CPC分类号： C07D311/72
摘要： A process for the manufacture of a tocyl acylate or a tocopheryl acylate comprises reacting tocol or a tocopherol with an acylating agent in the presence of a solid heterogeneous Brönsted acid catalyst, said catalyst being an inorganic Brönsted acid on a solid carrier material which comprises silicon dioxide, titanium dioxide or both silicon dioxide and titanium dioxide, or being an organofunctional polysilonaxe featuring sulpho groups, the solid heterogeneous Brönsted acid catalyst further featuring a BET surface area from about 10 m2/g to about 800 m2/g and a pore volume from about 0.1 ml/g to about 2.0 ml/g. The main commercial form of vitamin E, being (all-rac)-α-tocopheryl acetate, can be manufactured by acylation of (all-rac)-α-tocopherol according to this process.
摘要翻译：制备酰基酰化物或生育酚酰基化物的方法包括在固体异质布朗斯台德酸催化剂存在下，将酰基转化成醇或生育酚，所述催化剂是固体载体材料上的无机布朗斯台德酸，其包含二氧化硅，二氧化钛或二氧化硅二氧化钛，或者是具有硫酸基的有机官能聚异氰酸酯，该固体异质布朗斯台德酸催化剂还具有约10m 2 / g至约800μm的BET表面积 2 / g，孔体积为约0.1ml / g至约2.0ml / g。维生素E的主要商业形式是（全脱氧）-α-生育酚乙酸酯，可以通过根据该方法酰化（全 - 外消旋）-α-生育酚来制备。

16. 发明授权

US07105686B2 Manufacture of tocol, tocol derivatives and tocopherols 失效
标题翻译： tocol，tocol衍生物和生育酚的制造
公开(公告)号：US07105686B2
公开(公告)日：2006-09-12
申请号：US10916274
申请日：2004-08-11
申请人： Lisa Giraudi , Werner Bonrath
发明人： Lisa Giraudi , Werner Bonrath
IPC分类号： C07D311/72
CPC分类号： C07D311/72
摘要： The present invention is concerned with a novel process for the manufacture of tocol, tocol derivatives and tocopherols, especially α-tocopherol, by the reaction of a hydroquinone featuring 0 to 3 methyl groups, especially 2,3,5-trimethylhydroquinone, with isophytol, phytol or a(n) (iso)phytol derivative, most preferably with isophytol, in the presence of gadolinium trifluoromethanesulfonate, Gd(OSO2CF3)3, as the catalyst in a biphasic solvent system. This biphasic solvent system consists essentially of a polar organic solvent and a non-polar organic solvent. The polar organic solvent is preferably ethylene carbonate and/or propylene carbonate. The non-polar solvent is preferably at least a solvent selected from the group consisting of hexane, heptane, octane, cyclohexane and methylcyclohexane.
摘要翻译：本发明涉及通过具有0至3个甲基，特别是2,3,5-三甲基对苯二酚的氢醌与异麦芽糖醇的反应制备托卡因，多肽衍生物和生育酚，特别是α-生育酚的新方法， phytol或（n）（iso）phytol衍生物，最优选与异麦芽糖醇混合，在三氟甲磺酸钆存在下，Gd（OSO 2 CF 3）3 / SUB>作为双相溶剂体系中的催化剂。该双相溶剂系统基本上由极性有机溶剂和非极性有机溶剂组成。极性有机溶剂优选为碳酸亚乙酯和/或碳酸亚丙酯。非极性溶剂优选为选自己烷，庚烷，辛烷，环己烷和甲基环己烷中的至少一种溶剂。

17. 发明申请

US20050038269A1 Manufacture of tocol, tocol derivatives and tocopherols 失效
标题翻译： tocol，tocol衍生物和生育酚的制造
公开(公告)号：US20050038269A1
公开(公告)日：2005-02-17
申请号：US10916274
申请日：2004-08-11
申请人： Lisa Giraudi , Werner Bonrath
发明人： Lisa Giraudi , Werner Bonrath
IPC分类号： C07D311/72 , C07D311/74
CPC分类号： C07D311/72
摘要： The present invention is concerned with a novel process for the manufacture of tocol, tocol derivatives and tocopherols, especially α-tocopherol, by the reaction of a hydroquinone featuring 0 to 3 methyl groups, especially 2,3,5-trimethylhydroquinone, with isophytol, phytol or a(n) (iso)phytol derivative, most preferably with isophytol, in the presence of gadolinium trifluoromethanesulfonate, Gd(OSO2CF3)3, as the catalyst in a biphasic solvent system. This biphasic solvent system consists essentially of a polar organic solvent and a non-polar organic solvent. The polar organic solvent is preferably ethylene carbonate and/or propylene carbonate. The non-polar solvent is preferably at least a solvent selected from the group consisting of hexane, heptane, octane, cyclohexane and methylcyclohexane.
摘要翻译：本发明涉及通过具有0至3个甲基，特别是2,3,5-三甲基对苯二酚的氢醌与异麦芽糖醇的反应制备托卡因，多肽衍生物和生育酚，特别是α-生育酚的新方法， phytol或（n）（iso）phytol衍生物，最优选与异麦芽糖醇混合，在三氟甲磺酸钆存在下，Gd（OSO 2 CF 3）3作为双相溶剂体系中的催化剂。该双相溶剂系统基本上由极性有机溶剂和非极性有机溶剂组成。极性有机溶剂优选为碳酸亚乙酯和/或碳酸亚丙酯。非极性溶剂优选为选自己烷，庚烷，辛烷，环己烷和甲基环己烷中的至少一种溶剂。

18. 发明授权

US08921605B2 Process for preparing pseudoionone 有权
标题翻译：制备假雄酮的方法
公开(公告)号：US08921605B2
公开(公告)日：2014-12-30
申请号：US13810985
申请日：2011-07-19
申请人： Wolfgang Hölderich , Verena Ritzerfeld , Bernhard Markus Ernst Russbüldt , Erhard Henning Fleischhauer , Werner Bonrath , Reinhard Karge , Jan Schütz
发明人： Wolfgang Hölderich , Verena Ritzerfeld , Bernhard Markus Ernst Russbüldt , Erhard Henning Fleischhauer , Werner Bonrath , Reinhard Karge , Jan Schütz
IPC分类号： C07C45/74 , C07C45/00 , B01J23/92 , B01J23/10 , B01J37/08
CPC分类号： B01J23/10 , B01J23/92 , B01J37/086 , C07C45/00 , C07C45/74 , Y02P20/584 , C07C49/203
摘要： Use of pure lanthanum oxide which is obtained by calcination of oxygen-containing lanthanum salts at temperatures of at least 700° C. as heterogeneous catalyst in the aldol condensation of citral and acetone to give pseudoionone, and process for the preparation of pseudoionone by aldol condensation of citral and acetone in the liquid phase using pure lanthanum oxide.
摘要翻译：使用纯氧化镧，其通过在至少700℃的温度下煅烧含氧镧盐作为柠檬醛和丙酮的醛醇缩合产生假性离子的非均相催化剂获得，以及通过醛醇缩合制备假性离子的方法柠檬醛和丙酮在液相中使用纯氧化镧。

19. 发明申请

US20130197272A1 ISOMERIZATION OF BETA-KETO-ALLENES 有权
标题翻译： BETA-KETO-ALLENES的异构体
公开(公告)号：US20130197272A1
公开(公告)日：2013-08-01
申请号：US13642047
申请日：2011-04-18
申请人： Werner Bonrath , Reinhard Karge , Thomas Netscher , Yann Pressel
发明人： Werner Bonrath , Reinhard Karge , Thomas Netscher , Yann Pressel
IPC分类号： C07C45/67
CPC分类号： C07C45/67 , B01J31/08 , B01J2231/52 , C07C49/203
摘要： Isomerization of β-keto-allenes of the general formula I wherein R1 is hydrogen, methyl or ethyl, in particular hydrogen or methyl; R2 is hydrogen or methyl; R3 is hydrogen or methyl, in particular methyl and R4 is an aliphatic hydrocarbon residue containing 1-37 carbon atoms, into corresponding α,γ-dienones of formula II by treatment with a basic ion exchange resin.
摘要翻译：其中R 1是氢，甲基或乙基，特别是氢或甲基的通式I的β-酮 - 双烯异构化; R2是氢或甲基; R3是氢或甲基，特别是甲基，R4是含有1-37个碳原子的脂族烃残基，通过用碱性离子交换树脂处理，转化为相应的式II的α，γ-二烯酮。

20. 发明授权

US08198443B2 Synthesis of 4-amino-pyrimidines scaffolds 有权
标题翻译：合成4-氨基 - 嘧啶支架
公开(公告)号：US08198443B2
公开(公告)日：2012-06-12
申请号：US12522929
申请日：2008-01-07
申请人： Werner Bonrath , Ralph Haerter , Reinhard Karge , Ulla Letinois
发明人： Werner Bonrath , Ralph Haerter , Reinhard Karge , Ulla Letinois
IPC分类号： C07D239/02
CPC分类号： C07D239/42
摘要： Process for the manufacture of a compound of the structure (I) with R1=hydrogen, alkyl (C1-C10, linear, cyclic or branched, aliphatic or aromatic), NR′R″ (wherein R′ and R″ are independently selected from H, alkyl [C1-C10, linear, cyclic or branched, aliphatic or aromatic] and R2=CH2R3 wherein R3 is selected from NHR1′″ (with R′″=C(O)H, C(O)CH3, C(O)alkyl, CH2C6H2(OMe)3 or other saponifiable residues), alkyl (C1-C10, linear, cyclic or branched) aromatic residues, heteroaryl residues, substituted aryl residues, e.g. 3,4,5-trimethoxy-phenyl) wherein 1 equivalent of an α-formyl-propionitrile salt is reacted with 0.75 to 2 equivalents of an acetamidine salt in the presence of a Lewis acid.
摘要翻译：制备具有R1 =氢，（C1-C10，直链，环状或支链，脂族或芳族）烷基的结构（I）的化合物的方法，NR'R“（其中R'和R”独立地选自 H，烷基[C1-C10，直链，环状或支链的脂族或芳族]和R2 = CH2R3，其中R3选自NHR1“（其中R'”= C（O）H，C（O） O）烷基，CH 2 C 6 H 2（OMe）3或其他可皂化残基），烷基（C 1 -C 10，直链，环状或支链）芳族残基，杂芳基残基，取代的芳基，例如3,4,5-三甲氧基 - 苯基），其中1 在路易斯酸存在下，将相当于α-甲酰基 - 丙腈盐与0.75至2当量的乙脒盐反应。

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