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1. 发明授权

US10844035B2 Process for the production of cannabidiol and delta-9-tetrahydrocannabinol 有权
公开(公告)号：US10844035B2
公开(公告)日：2020-11-24
申请号：US16034876
申请日：2018-07-13
申请人： Purisys LLC
发明人： Lukas Dialer , Denis Petrovic , Ulrich Weigl
IPC分类号： C07D311/78 , C07D205/04 , C07C37/14 , C07D311/04 , C07C37/11 , C07D311/80
CPC分类号： C07D311/78 , C07C37/11 , C07C37/14 , C07D205/04 , C07D311/04 , C07D311/80
摘要： The present disclosure relates to a cannabidiol compound and compositions thereof and processes for preparing the compound and compositions. The processes include an acid-catalyzed reaction of a suitably selected and substituted di-bromo-olivetol or derivative thereof with a suitably selected and substituted cyclic alkene to produce a dibromo-cannabidiol compound or derivative thereof. The dibromo-cannabidiol compound or derivative thereof can be produced in high yield, high stereospecificity, or both. It can then be converted under reducing conditions to a cannabidiol compound or derivatives thereof.

2. 发明授权

US09758453B2 One-component reagent for the fluoroalkylation reaction 有权
公开(公告)号：US09758453B2
公开(公告)日：2017-09-12
申请号：US14919557
申请日：2015-10-21
申请人： The Board of Trustees of the University of Illinois
发明人： John F. Hartwig , Hiroyuki Morimoto , Patrick Fier
IPC分类号： B01J31/18 , C07C17/32 , B01J31/02 , C07B39/00 , C07C17/263 , C07C29/32 , C07C41/30 , C07C41/48 , C07C45/68 , C07C67/293 , C07C67/343 , C07C201/12 , C07C209/68 , C07C231/12 , C07C253/30 , C07D209/10 , C07D213/26 , C07D215/18 , C07D239/54 , C07F1/08 , C07C37/11 , C07C45/63 , C07D209/08 , C07D213/61 , C07D239/22 , C07D215/12 , C07C22/08
CPC分类号： C07C17/32 , B01J31/0231 , B01J31/0235 , B01J31/0244 , C07B39/00 , C07C17/263 , C07C22/08 , C07C29/32 , C07C37/11 , C07C41/30 , C07C41/48 , C07C45/63 , C07C45/68 , C07C67/293 , C07C67/343 , C07C201/12 , C07C209/68 , C07C231/12 , C07C253/30 , C07D209/08 , C07D209/10 , C07D213/26 , C07D213/61 , C07D215/12 , C07D215/18 , C07D239/22 , C07D239/54 , C07F1/08 , C07C43/225 , C07C33/46 , C07C47/55 , C07C49/80 , C07C69/63 , C07C43/1742 , C07C69/76 , C07C43/313 , C07C255/50 , C07C25/13 , C07C205/11 , C07C211/52 , C07C233/15
摘要： A composition, consisting essentially of copper, a fluoroalkyl group, and a ligand comprising at least one group-V donor. The molar ratio of copper to the fluoroalkyl group is approximately 1.

3. 发明申请

US20170050909A1 Methods of Making Fused Ring Compounds 有权
标题翻译：制备稠环化合物的方法
公开(公告)号：US20170050909A1
公开(公告)日：2017-02-23
申请号：US15344919
申请日：2016-11-07
申请人： Transitions Optical, Inc.
发明人： Meng He , Anil Kumar
IPC分类号： C07C39/17 , C07C51/353 , C07D307/33 , C07D311/94
CPC分类号： C07C39/17 , C07C37/11 , C07C41/01 , C07C51/353 , C07C2602/08 , C07C2603/40 , C07D307/33 , C07D311/94 , C07D405/04 , C07D407/04
摘要： The present invention relates to methods of making fused ring compounds, such as indeno-fused naphthols, and fused ring indenopyran compounds, such as indeno-fused naphthopyrans, that each employ an unsaturated compound represented by the following Formula II. Referring to the unsaturated compound of Formula II: Ring-A can be selected from optionally substituted aryl (e.g., phenyl); m can be, for example, from 0 to 4; R1 for each m can be selected from optionally substituted hydrocarbyl (e.g., C1-C6 alkyl) optionally interrupted with at least one linking group (e.g., —O—); and R3 and R16 can each be independently selected from, for example, hydrogen or optionally substituted hydrocarbyl, such as C1-C8 alkyl. When Ring-A is a phenyl group, the unsaturated compound represented by Formula II can be referred to as an unsaturated indanone acid/ester compound, or an indenone acid/ester compound (depending on whether R16 is hydrogen, or an optionally substituted hydrocarbyl group).
摘要翻译：关于式II的不饱和化合物：环-A可以选自任选取代的芳基（例如苯基）; m可以是例如0至4; 每个m的R 1可以选自任选被至少一个连接基团（例如-O-）中断的任选取代的烃基（例如C 1 -C 6烷基）; 并且R 3和R 16各自独立地选自例如氢或任选取代的烃基，例如C 1 -C 8烷基。当环A是苯基时，由式II表示的不饱和化合物可以称为不饱和茚酮酸/酯化合物或茚酮酸/酯化合物（取决于R 16是氢还是任选取代的烃基）。

4. 发明授权

US09517986B2 Process for preparing 2,2′-biphenols using selenium dioxide 有权
标题翻译：使用二氧化硒制备2,2'-联苯酚的方法
公开(公告)号：US09517986B2
公开(公告)日：2016-12-13
申请号：US14719900
申请日：2015-05-22
申请人： Evonik Degussa GmbH
发明人： Katrin Marie Dyballa , Robert Franke , Dirk Fridag , Siegfried R. Waldvogel , Thomas Quell , Michael Mirion
IPC分类号： C07C37/11
CPC分类号： C07C37/11 , C07C39/15
摘要： A process for preparing a 2,2′-biphenol, proceeds by a) adding a first phenol to a reaction mixture, b) adding a second phenol to the reaction mixture, c) adding selenium dioxide to the reaction mixture, d) adding an acid having a pKa in the range from 0.0 to 5.0 to the reaction mixture, and e) heating the reaction mixture such that the first phenol and the second phenol are converted to said 2,2′-biphenol.
摘要翻译：制备2,2'-联苯酚的方法是由a）向反应混合物中加入第一酚，b）向反应混合物中加入第二酚，c）向反应混合物中加入二氧化硒，d）对反应混合物具有0.0-5.0的pKa的酸，以及e）加热反应混合物使得第一酚和第二酚被转化成所述的2,2'-联苯酚。

5. 发明授权

US09475743B2 Process for the preparation of substituted TRIS(2-hydroxyphenyl)methane 有权
标题翻译：制备取代的TRIS（2-羟基苯基）甲烷的方法
公开(公告)号：US09475743B2
公开(公告)日：2016-10-25
申请号：US14773003
申请日：2014-02-28
申请人： Wintershall Holding GmbH
发明人： Fabien Jean Brand , Peter Hänggi , Michèle Gerster , Markus Hansch
IPC分类号： C07C37/11
CPC分类号： C07C37/11 , C07C39/16
摘要： Described is a novel process for the preparation of substituted tris(2-hydroxyphenyl)methane derivatives and the use of tris(2-hydroxyphenyl)methane derivatives for tertiary mineral oil production.
摘要翻译：描述了制备取代的三（2-羟基苯基）甲烷衍生物和三（2-羟基苯基）甲烷衍生物用于三次矿物油生产的新方法。

6. 发明授权

US08664452B2 Process for preparing extra pure 2, 6-diisopropyl phenol 有权
标题翻译：制备纯的2,6-二异丙基苯酚的方法
公开(公告)号：US08664452B2
公开(公告)日：2014-03-04
申请号：US13578456
申请日：2010-08-10
申请人： Kirti Prakash Jain , Dhananjay Uddhavrao Edaki , Harpreet Singh Minhas , Gurpreet Singh Minhas
发明人： Kirti Prakash Jain , Dhananjay Uddhavrao Edaki , Harpreet Singh Minhas , Gurpreet Singh Minhas
IPC分类号： C07C39/00
CPC分类号： C07C37/11 , A61K31/05 , C07C37/50 , C07C51/353 , C07C51/48 , C07C39/06 , C07C63/04
摘要： Disclosed herein is a process for the preparation of highly pure 2,6-diisopropyl phenol (Formula I), which comprises reacting p-hydroxy benzoic acid (Formula II) with an alkylating agent in presence of aq. mineral acid followed by basification and subsequent washings to yield 4-hydroxy-3,5-diisopropylbenzoic acid (Formula III) free of dimer impurity, 4,4′-oxydibenzoic acid of Formula IV, ether impurity 3,5-di(propan-2-yl)-4-(propan-2-yloxy)benzoic acid of Formula V and the monoalkylated impurity 4-hydroxy-3-(propan-2-yl)benzoic acid of Formula VI; and decarboxylating 4-hydroxy-3,5-diisopropylbenzoic acid (Formula III) in presence of high boiling solvent and sodium hydroxide as a catalyst at high temperature to yield 2,6-diisopropyl phenol substantially free of ether impurity 1,3-di(propan-2-yl)-2-(propan-2-yloxy)benzene of Formula VII and monoalkylated phenol impurity 2-(propan-2-yl) phenol of Formula VIII. Propofol prepared by the process of the present invention is suitable for pharmaceutical use.
摘要翻译：本文公开了一种制备高纯度2,6-二异丙基苯酚（式I）的方法，其包括在水溶液存在下使对羟基苯甲酸（式II）与烷基化剂反应。无机酸，随后碱化并随后洗涤，得到不含二聚物杂质的4-羟基-3,5-二异丙基苯甲酸（式III），式IV的4,4'-氧联苯甲酸，醚杂质3,5-二（丙 - 吡啶-2-基）-4-（丙-2-炔基氧基）苯甲酸和式VI的单烷基化杂质4-羟基-3-（丙-2-基）苯甲酸; 和在高沸点溶剂和氢氧化钠作为催化剂的高温存在下脱羧4-羟基-3,5-二异丙基苯甲酸（式III），得到基本上不含醚杂质的二异丙基苯酚1,3-二（丙-2-基）-2-（丙-2-炔基氧）苯和式VIII的单烷基化苯酚杂质2-（丙-2-基）苯酚。通过本发明的方法制备的异丙酚适用于药物用途。

7. 发明授权

US08283501B2 Optically active 2,2′-biphenol derivative and production method of same 有权
标题翻译：光活性2,2'-联苯酚衍生物及其制备方法
公开(公告)号：US08283501B2
公开(公告)日：2012-10-09
申请号：US12811805
申请日：2009-01-06
申请人： Yoshikazu Ito , Yasushi Kubota , Tsutomu Inoue
发明人： Yoshikazu Ito , Yasushi Kubota , Tsutomu Inoue
IPC分类号： C07C39/15 , C07C37/68 , C07C37/86
CPC分类号： C07B57/00 , C07B2200/07 , C07C37/00 , C07C37/11 , C07C37/50 , C07C39/367 , C07C39/15
摘要： Disclosed herein are optically active biphenol derivatives represented by the following formulas (1) and (2), a method for optically resolving a biphenol derivative represented by formula (2′), a production method of an optically active biphenol derivative (1) comprising a step for reacting a Brønsted acid with a biphenol derivative (2), and a production method of an optically active biphenol derivative (3) comprising a step for reacting a Lewis acid with an optically active biphenol derivative (1) or an optically active biphenol derivative (2).
摘要翻译：本文公开了由下式（1）和（2）表示的光学活性联苯酚衍生物，用于光学拆分由式（2'）表示的联苯酚衍生物的方法，光学活性联苯酚衍生物（1）的制备方法，其包含使布朗斯台德酸与联苯酚衍生物（2）反应的步骤和光学活性联苯酚衍生物（3）的制备方法包括使路易斯酸与光学活性联苯酚衍生物（1）或光学活性联苯酚衍生物（2）。

8. 发明申请

US20120157678A1 METHODS OF MAKING FUSED RING COMPOUNDS 有权
标题翻译：熔融环化合物的制备方法
公开(公告)号：US20120157678A1
公开(公告)日：2012-06-21
申请号：US13314735
申请日：2011-12-08
申请人： Meng He , Anil Kumar
发明人： Meng He , Anil Kumar
IPC分类号： C07C37/20 , C07C59/86 , C07D311/94 , C07C41/30 , C07D413/10
CPC分类号： C07C39/17 , C07C37/11 , C07C41/01 , C07C51/353 , C07C2602/08 , C07C2603/40 , C07D307/33 , C07D311/94 , C07D405/04 , C07D407/04
摘要： The present invention relates to methods of making fused ring compounds, such as indeno-fused naphthols, and fused ring indenopyran compounds, such as indeno-fused naphthopyrans, that each employ an unsaturated compound represented by the following Formula II. Referring to the unsaturated compound of Formula II: Ring-A can be selected from optionally substituted aryl (e.g., phenyl); m can be, for example, from 0 to 4; R1 for each m can be selected from optionally substituted hydrocarbyl (e.g., C1-C6 alkyl) optionally interrupted with at least one linking group (e.g., —O—); and R3 and R16 can each be independently selected from, for example, hydrogen or optionally substituted hydrocarbyl, such as C1-C8 alkyl. When Ring-A is a phenyl group, the unsaturated compound represented by Formula II can be referred to as an unsaturated indanone acid/ester compound, or an indenone acid/ester compound (depending on whether R16 is hydrogen, or an optionally substituted hydrocarbyl group).
摘要翻译：本发明涉及使稠合环化合物如茚并稠合的萘酚和茚并稠合的萘并吡喃化合物，如茚并稠合的萘并吡喃，各自使用由下式II表示的不饱和化合物的方法。关于式II的不饱和化合物：环-A可以选自任选取代的芳基（例如苯基）; m可以是例如0至4; 每个m的R 1可以选自任选被至少一个连接基团（例如-O-）中断的任选取代的烃基（例如C 1 -C 6烷基）; 并且R 3和R 16各自独立地选自例如氢或任选取代的烃基，例如C 1 -C 8烷基。当环A是苯基时，由式II表示的不饱和化合物可以称为不饱和茚酮酸/酯化合物或茚酮酸/酯化合物（取决于R 16是氢还是任选取代的烃基）。

9. 发明申请

US20110201845A1 PROCESS FOR PRODUCING TRIPHENYLENE COMPOUND AND CRYSTAL OBTAINED BY THE PROCESS 有权
标题翻译：用于生产三苯乙烯化合物的方法和由该方法获得的晶体
公开(公告)号：US20110201845A1
公开(公告)日：2011-08-18
申请号：US13044975
申请日：2011-03-10
申请人： Daisuke Takano , Tomokazu Kato , Toshihiro Fujinaka , Kazunori Sakamoto
发明人： Daisuke Takano , Tomokazu Kato , Toshihiro Fujinaka , Kazunori Sakamoto
IPC分类号： C07C39/14
CPC分类号： C07C39/12 , C07B2200/13 , C07C37/11 , C07C37/84 , C07C2603/42 , Y02P20/55
摘要： An object of the present invention is to provide a process for producing high-purity hydroxytriphenylenes in which not only inexpensive raw materials can be used but also no complicated steps of deprotection such as dealkylation, and reduction and the like are necessary, and which is thereby advantageous in industrial production. Also there is provided a novel crystal of 2,3,6,7,10,11-hexahydroxytriphenylene monohydrate, which has satisfactory thermal stability. The process for producing a compound represented by the general formula (2) is characterized by reacting a compound represented by the general formula (1) in the presence of a metal oxide comprising a metal selected from trivalent iron, pentavalent vanadium and hexavalent molybdenum and of a nonvolatile strong acid: wherein, Rs are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms.
摘要翻译：本发明的目的是提供一种生产高纯度羟基三苯并噻吩的方法，其中不仅可以使用便宜的原料，而且还不需要复杂的脱保护步骤如脱烷基化和还原等，从而有利于工业生产。还提供了具有令人满意的热稳定性的2,3,6,7,10,11-六羟基三亚苯一水合物的新晶体。由通式（2）表示的化合物的制备方法的特征在于使通式（1）表示的化合物在包含选自三价铁，五价钒和六价钼的金属的金属氧化物的存在下反应，非挥发性强酸：其中，R 5各自独立地为氢原子，卤素原子，碳原子数为1〜3的烷基或碳原子数为1〜3的烷氧基。

10. 发明授权

US07964757B2 Process for producing triphenylene compound and crystal obtained by the process 有权
标题翻译：通过该方法得到的三亚苯化合物和晶体的生产方法
公开(公告)号：US07964757B2
公开(公告)日：2011-06-21
申请号：US12670707
申请日：2008-08-06
申请人： Daisuke Takano , Tomokazu Kato , Toshihiro Fujinaka , Kazunori Sakamoto
发明人： Daisuke Takano , Tomokazu Kato , Toshihiro Fujinaka , Kazunori Sakamoto
IPC分类号： C07C39/19 , C07C37/00
CPC分类号： C07C39/12 , C07B2200/13 , C07C37/11 , C07C37/84 , C07C2603/42 , Y02P20/55
摘要： An object of the present invention is to provide a process for producing high-purity hydroxytriphenylenes in which not only inexpensive raw materials can be used but also no complicated steps of deprotection such as dealkylation, and reduction and the like are necessary, and which is thereby advantageous in industrial production. Also there is provided a novel crystal of 2,3,6,7,10,11-hexahydroxytriphenylene monohydrate, which has satisfactory thermal stability. The process for producing a compound represented by the general formula (2) is characterized by reacting a compound represented by the general formula (1) in the presence of a metal oxide comprising a metal selected from trivalent iron, pentavalent vanadium and hexavalent molybdenum and of a nonvolatile strong acid: wherein, Rs are each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms.
摘要翻译：本发明的目的是提供一种生产高纯度羟基三苯并噻吩的方法，其中不仅可以使用便宜的原料，而且还不需要复杂的脱保护步骤如脱烷基化和还原等，从而有利于工业生产。还提供了具有令人满意的热稳定性的2,3,6,7,10,11-六羟基三亚苯一水合物的新晶体。由通式（2）表示的化合物的制备方法的特征在于使通式（1）表示的化合物在包含选自三价铁，五价钒和六价钼的金属的金属氧化物的存在下反应，非挥发性强酸：其中，R 5各自独立地为氢原子，卤素原子，碳原子数为1〜3的烷基或碳原子数为1〜3的烷氧基。

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