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1.发明授权Method for the production of optically active alkyl succinic acid monoalkyl esters 失效光学活性烷基琥珀酸单烷基酯的制备方法公开(公告)号：US07557240B2
公开(公告)日：2009-07-07
申请号：US11571725
申请日：2005-07-06
IPC分类号： C07C69/34
CPC分类号： C07C67/303 , C07B2200/07 , C07C69/34
摘要： The invention relates to a process for preparing optically active alkylsuccinic acid monoalkyl esters of the formula (I) where D and E are independently of one another H, C1-C10 alkyl, R is C1-C10 alkyl, aryl or alkylaryl.
摘要翻译： 本发明涉及一种制备式（I）的光学活性烷基琥珀酸单烷基酯的方法，其中D和E彼此独立地为H，C1-C10烷基，R为C1-C10烷基，芳基或烷基芳基。
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公开(公告)号：US20100249467A1
公开(公告)日：2010-09-30
申请号：US12744110
申请日：2008-11-13
申请人： Gunnar Heydrich , Gabriele Gralla , Matthias Rauls , Joachim Schmidt-Leithoff , Klaus Ebel , Wolfgang Krause , Steffen Oehlenschläger , Christoph Jäkel , Marko Friedrich , Eike Johannes Bergner , Nawid Kashani-Shirazi , Rocco Paciello
发明人： Gunnar Heydrich , Gabriele Gralla , Matthias Rauls , Joachim Schmidt-Leithoff , Klaus Ebel , Wolfgang Krause , Steffen Oehlenschläger , Christoph Jäkel , Marko Friedrich , Eike Johannes Bergner , Nawid Kashani-Shirazi , Rocco Paciello
IPC分类号： C07C35/12
CPC分类号： C07C29/56 , C07B2200/07 , C07C29/172 , C07C29/78 , C07C45/62 , C07C45/82 , C07C2601/14 , C07C2601/16 , C07C47/21 , C07C35/12 , C07C35/17
摘要： The present invention relates to a particularly economic overall method for producing menthol, specifically for producing optically active, essentially enantiomerically and diastereomerically pure L-menthol and racemic menthol, starting from the starting material citral which is available inexpensively on an industrial scale. The method comprises the following stepsa.1) catalytic hydrogenation of neral and/or geranial to give citronellal, b.1) cyclization of citronellal to isopulegol in the presence of an acidic catalyst, c.1) purification of isopulegol by crystallization and d.1) catalytic hydrogenation of isopulegol to give menthol.
摘要翻译： 本发明涉及一种特别经济的制备薄荷醇的总体方法，特别用于制备光学活性的，基本上是对映异构体和非对映异构体纯的L-薄荷醇和外消旋薄荷醇，其原料柠檬醛以工业规模廉价地得到。 该方法包括以下步骤a.1）在酸性催化剂的存在下，将柠檬醛和/或香叶醇进行催化氢化以产生香茅醛，b.1）将香茅醛环化成异胡仑醇，c.1）通过结晶和d进行异丙醇的纯化 .1）异丙醇的催化氢化得到薄荷醇。
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公开(公告)号：US20130046118A1
公开(公告)日：2013-02-21
申请号：US13658003
申请日：2012-10-23
申请人： Gunnar Heydrich , Gabriele Gralla , Matthias Rauls , Joachim Schmidt-Leithoff , Klaus Ebel , Wolfgang Krause , Steffen Oehlenschläger , Christoph Jäkel , Marko Friedrich , Eike Johannes Bergner , Nawid Kashani-Shirazi , Rocco Paciello
发明人： Gunnar Heydrich , Gabriele Gralla , Matthias Rauls , Joachim Schmidt-Leithoff , Klaus Ebel , Wolfgang Krause , Steffen Oehlenschläger , Christoph Jäkel , Marko Friedrich , Eike Johannes Bergner , Nawid Kashani-Shirazi , Rocco Paciello
IPC分类号： C07C29/17
CPC分类号： C07C29/56 , C07B2200/07 , C07C29/172 , C07C29/78 , C07C45/62 , C07C45/82 , C07C2601/14 , C07C2601/16 , C07C47/21 , C07C35/12 , C07C35/17
摘要： The present invention relates to a particularly economic overall method for producing menthol, specifically for producing optically active, essentially enantiomerically and diastereomerically pure L-menthol and racemic menthol, starting from the starting material citral which is available inexpensively on an industrial scale. The method comprises the following steps a.1) catalytic hydrogenation of neral and/or geranial to give citronellal, b.1) cyclization of citronellal to isopulegol in the presence of an acidic catalyst, c.1) purification of isopulegol by crystallization and d.1) catalytic hydrogenation of isopulegol to give menthol.
摘要翻译： 本发明涉及一种特别经济的制备薄荷醇的总体方法，特别用于制备光学活性的，基本上是对映异构体和非对映异构体纯的L-薄荷醇和外消旋薄荷醇，其原料柠檬醛以工业规模廉价地得到。 该方法包括以下步骤a.1）在酸性催化剂的存在下，将柠檬醛和/或香叶醇进行催化氢化以产生香茅醛，b.1）将香茅醛环化成异胡仑醇，c.1）通过结晶和d进行异丙醇的纯化 .1）异丙醇的催化氢化得到薄荷醇。
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4.发明申请Method for the Production of Optically Active Alkyl Succinic Acid Monoalkyl Esters 失效光活性烷基琥珀酸单烷基酯的制备方法公开(公告)号：US20080058547A1
公开(公告)日：2008-03-06
申请号：US11571725
申请日：2005-07-06
IPC分类号： C07C67/303 , C07C51/36
CPC分类号： C07C67/303 , C07B2200/07 , C07C69/34
摘要： The invention relates to a process for preparing optically active alkylsuccinic acid monoalkyl esters of the formula (I) where D and E are independently of one another H, C1-C10 alkyl, R is C1-C10 alkyl, aryl or alkylaryl.
摘要翻译： 本发明涉及一种制备式（I）的光学活性烷基琥珀酸单烷基酯的方法，其中D和E彼此独立地是H，C 1 -C 10 - 烷基，R为C 1 -C 10烷基，芳基或烷基芳基。
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公开(公告)号：US08318985B2
公开(公告)日：2012-11-27
申请号：US12744110
申请日：2008-11-13
申请人： Gunnar Heydrich , Gabriele Gralla , Matthias Rauls , Joachim Schmidt-Leithoff , Klaus Ebel , Wolfgang Krause , Steffen Oehlenschläger , Christoph Jäkal , Marko Friedrich , Eike Johannes Bergner , Nawid Kashani-Shirazi , Rocco Paciello
发明人： Gunnar Heydrich , Gabriele Gralla , Matthias Rauls , Joachim Schmidt-Leithoff , Klaus Ebel , Wolfgang Krause , Steffen Oehlenschläger , Christoph Jäkal , Marko Friedrich , Eike Johannes Bergner , Nawid Kashani-Shirazi , Rocco Paciello
IPC分类号： C07C29/17
CPC分类号： C07C29/56 , C07B2200/07 , C07C29/172 , C07C29/78 , C07C45/62 , C07C45/82 , C07C2601/14 , C07C2601/16 , C07C47/21 , C07C35/12 , C07C35/17
摘要： The present invention relates to a particularly economic overall method for producing menthol, specifically for producing optically active, essentially enantiomerically and diastereomerically pure L-menthol and racemic menthol, starting from the starting material citral which is available inexpensively on an industrial scale. The method comprises the following stepsa) catalytic hydrogenation of neral and/or geranial to give citronellal,b) cyclization of citronellal to isopulegol in the presence of an acidic catalyst,c) purification of isopulegol by crystallization andd) catalytic hydrogenation of isopulegol to give menthol.
摘要翻译： 本发明涉及一种特别经济的制备薄荷醇的总体方法，特别用于制备光学活性的，基本上是对映异构体和非对映异构体纯的L-薄荷醇和外消旋薄荷醇，其原料柠檬醛以工业规模廉价地得到。 该方法包括以下步骤：a）在酸性催化剂存在下，通过催化氢化醛和/或香叶醇以产生香茅醛，b）在酸性催化剂的存在下将香茅醛环化成异葎草醇，c）通过结晶纯化异丙醇钾，和d）将异丙醇的催化氢化至 给薄荷脑
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公开(公告)号：US08003829B2
公开(公告)日：2011-08-23
申请号：US12439325
申请日：2007-08-31
申请人： Gunnar Heydrich , Gabriele Gralla , Klaus Ebel , Marko Friedrich
发明人： Gunnar Heydrich , Gabriele Gralla , Klaus Ebel , Marko Friedrich
CPC分类号： C07C29/80 , B01J31/0214 , B01J31/143 , B01J31/4015 , C07B2200/07 , C07C29/172 , C07C29/56 , C07C35/12 , C07C35/17 , C07C2601/14 , Y02P20/584
摘要： The present invention relates to a method of working up an aluminum-containing reaction product from the production of isopulegol by cyclization of citronellal in the presence of complex compounds, comprising at least one ligand of the formula (I), where R1, R2, R3 are chosen from hydrogen, halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino and aryl; R4, R5 are chosen from halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino, aryl or heteroaryl; in which a) the reaction product is subjected to distillative separation to obtain an isopulegol-enriched top product and an isopulegol-depleted bottom product and b) the ligand of the formula (I) is separated off from the bottom product. Moreover, the invention relates to a method of producing isopulegol, and to a method of producing menthol.
摘要翻译： 本发明涉及一种通过在复合化合物存在下环绕香茅醛来制备含铝反应产物的方法，所述复合化合物包含至少一种式（I）的配体，其中R1，R2，R3 选自氢，卤素，硝基，C 1 -C 8 - 烷基，C 1 -C 8 - 烷氧基，二（C 1 -C 4 - 烷基）氨基和芳基; R4，R5选自卤素，硝基，C1-C8-烷基，C1-C8-烷氧基，二（C1-C4-烷基）氨基，芳基或杂芳基; 其中a）将反应产物进行蒸馏分离，以获得富含异头翁醇的顶部产物和异胡列胆素的底部产物，和b）将式（I）的配体与底部产物分离。 此外，本发明涉及一种生产异胡母醇的方法和一种制备薄荷醇的方法。
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公开(公告)号：US07608742B2
公开(公告)日：2009-10-27
申请号：US11817468
申请日：2006-03-03
申请人： Marko Friedrich , Klaus Ebel , Norbert Götz , Wolfgang Krause , Christian Zahm
发明人： Marko Friedrich , Klaus Ebel , Norbert Götz , Wolfgang Krause , Christian Zahm
CPC分类号： C07F5/069
摘要： The present invention relates to diarylphenoxyaluminum compounds which are obtainable by reacting a bis(diarylphenol) ligand of the formula (I) with an alkylaluminum compound and/or a complex aluminum hydride. The invention moreover relates to the use of such diarylphenoxyaluminum compounds as catalysts.Moreover, the invention relates to a method of producing isopulegol by cyclization of citronellal in the presence of diarylphenoxyaluminum compounds as catalysts.The invention also relates to a method of producing menthol by cyclization of citronellal in the presence of diarylphenoxyaluminum compounds as catalysts and subsequent hydrogenation.
摘要翻译： 本发明涉及通过使式（I）的双（二芳基苯酚）配体与烷基铝化合物和/或络合氢化铝反应得到的二芳基苯氧基铝化合物。 本发明还涉及这种二芳基苯氧基铝化合物作为催化剂的用途。 此外，本发明涉及通过在二芳基苯氧基铝化合物作为催化剂的存在下环绕香茅醛来生产异ule醇的方法。 本发明还涉及在二芳基苯氧基铝化合物作为催化剂和随后的氢化存在下，通过香茅醛环化生产薄荷醇的方法。
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公开(公告)号：US20080167504A1
公开(公告)日：2008-07-10
申请号：US11817468
申请日：2006-03-03
申请人： Marko Friedrich , Klaus Ebel , Norbert Gotz , Wolfgang Krause , Christian Zahm
发明人： Marko Friedrich , Klaus Ebel , Norbert Gotz , Wolfgang Krause , Christian Zahm
CPC分类号： C07F5/069
摘要： The present invention relates to diarylphenoxyaluminum compounds which are obtainable by reacting a bis(diarylphenol) ligand of the formula (I) with an alkylaluminum compound and/or a complex aluminum hydride.The invention moreover relates to the use of such diarylphenoxyaluminum compounds as catalysts.Moreover, the invention relates to a method of producing isopulegol by cyclization of citronellal in the presence of diarylphenoxyaluminum compounds as catalysts.The invention also relates to a method of producing menthol by cyclization of citronellal in the presence of diarylphenoxyaluminum compounds as catalysts and subsequent hydrogenation.
摘要翻译： 本发明涉及通过使式（I）的双（二芳基苯酚）配体与烷基铝化合物和/或络合氢化铝反应得到的二芳基苯氧基铝化合物。 本发明还涉及这种二芳基苯氧基铝化合物作为催化剂的用途。 此外，本发明涉及通过在二芳基苯氧基铝化合物作为催化剂的存在下环绕香茅醛来生产异ule醇的方法。 本发明还涉及在二芳基苯氧基铝化合物作为催化剂和随后的氢化存在下，通过香茅醛环化生产薄荷醇的方法。
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公开(公告)号：US20100016642A1
公开(公告)日：2010-01-21
申请号：US12439325
申请日：2007-08-31
申请人： Gunnar Heydrich , Gabriele Gralla , Klaus Ebel , Marko Friedrich
发明人： Gunnar Heydrich , Gabriele Gralla , Klaus Ebel , Marko Friedrich
CPC分类号： C07C29/80 , B01J31/0214 , B01J31/143 , B01J31/4015 , C07B2200/07 , C07C29/172 , C07C29/56 , C07C35/12 , C07C35/17 , C07C2601/14 , Y02P20/584
摘要： The present invention relates to a method of working up an aluminum-containing reaction product from the production of isopulegol by cyclization of citronellal in the presence of complex compounds, comprising at least one ligand of the formula (I), where R1, R2, R3 are chosen from hydrogen, halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino and aryl; R4, R5 are chosen from halogen, nitro, C1-C8-alkyl, C1-C8-alkoxy, di(C1-C4-alkyl)amino, aryl or heteroaryl; in which a) the reaction product is subjected to distillative separation to obtain an isopulegol-enriched top product and an isopulegol-depleted bottom product and b) the ligand of the formula (I) is separated off from the bottom product. Moreover, the invention relates to a method of producing isopulegol, and to a method of producing menthol.
摘要翻译： 本发明涉及一种通过在复合化合物存在下环绕香茅醛来制备含铝反应产物的方法，所述复合化合物包含至少一种式（I）的配体，其中R1，R2，R3 选自氢，卤素，硝基，C 1 -C 8 - 烷基，C 1 -C 8 - 烷氧基，二（C 1 -C 4 - 烷基）氨基和芳基; R4，R5选自卤素，硝基，C1-C8-烷基，C1-C8-烷氧基，二（C1-C4-烷基）氨基，芳基或杂芳基; 其中a）将反应产物进行蒸馏分离，以获得富含异头翁醇的顶部产物和异胡列胆素的底部产物，和b）将式（I）的配体与底部产物分离。 此外，本发明涉及一种生产异胡母醇的方法和一种制备薄荷醇的方法。
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公开(公告)号：US20080207957A1
公开(公告)日：2008-08-28
申请号：US11722395
申请日：2005-12-17
申请人： Marko Friedrich , Klaus Ebel , Norbert Gotz
发明人： Marko Friedrich , Klaus Ebel , Norbert Gotz
CPC分类号： C07C29/56 , C07B2200/07 , C07C2601/14 , C07C35/17
摘要： The present invention relates to a process for the preparation of isopulegol of formula (I): comprising the cyclization of citronellal of formula (II): in the presence of a tris(aryloxy)aluminum catalyst, wherein the cyclization is carried out in the presence of I. at least one acid and/or II. at least one compound selected from the group comprising carboxylic anhydrides, aldehydes, ketones and vinyl ethers.
摘要翻译： 本发明涉及一种制备式（I）异丙醇的方法：包括式（II）的香茅醛的环化：在三（芳氧基）铝催化剂存在下，其中环化在存在下进行 至少一种酸和/或II。 至少一种选自羧酸酐，醛，酮和乙烯基醚的化合物。
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