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1. 发明授权

US06353096B1 Process of use in converting the 4″(S)-OH functional group of the cladinose unit of an azamacrolide to 4″(R)-NH2 有权
标题翻译：用于将azamacrolide的分裂蛋白单元的4“（S）-OH官能团转化为4”（R）-NH 2的方法
公开(公告)号：US06353096B1
公开(公告)日：2002-03-05
申请号：US09484648
申请日：2000-01-18
申请人： Patrick Leon , Frederic Lhermitte , Ronan Guevel , Denis Pauze , Laurent Garel , Gilles Oddon
发明人： Patrick Leon , Frederic Lhermitte , Ronan Guevel , Denis Pauze , Laurent Garel , Gilles Oddon
IPC分类号： C07H100
CPC分类号： C07H17/08
摘要： The subject-matter of the invention is a process for the stereoselective preparation of a compound of general formula I by stereoselective displacement by a nitrogenous nucleophilic compound of the activated alcohol functional group present at this 4″ position in a corresponding derivative of formula II.
摘要翻译：本发明的主题是通过在相应的式II的衍生物中存在于该“4”位的活性醇官能团的含氮亲核化合物进行立体选择性置换的立体选择性制备通式I化合物的方法。

2. 再颁专利

USRE40040E1 Process of use in converting the 4″(S)-OH functional group of the cladinose unit of an azamacrolide to 4″(R)-NH2 有权
标题翻译：用于将azamacrolide的分裂蛋白单元的4“（S）-OH官能团转化为4”（R）-NH 2的方法
公开(公告)号：USRE40040E1
公开(公告)日：2008-01-29
申请号：US11223912
申请日：2005-09-09
申请人： Patrick Leon , Frederic Lhermitte , Ronan Guevel , Denis Pauze , Laurent Garel , Gilles Oddon
发明人： Patrick Leon , Frederic Lhermitte , Ronan Guevel , Denis Pauze , Laurent Garel , Gilles Oddon
IPC分类号： C07H1/00 , C07H17/08
CPC分类号： C07H17/08
摘要： The subject-matter of the invention is a process for the stereoselective preparation of a compound of general formula I by stereoselective displacement by a nitrogenous nucleophilic compound of the activated alcohol functional group present at this 4″ position in a corresponding derivative of formula II.
摘要翻译：本发明的主题是通过立体选择性地制备通式I的化合物的方法，其通过在相应的式II的衍生物中存在于该4“位的活性醇官能团的含氮亲核化合物进行立体选择性置换。

3. 发明申请

US20070276168A1 Method For Preparation Of A Fluoroaromatic Compound From An Aminoaromatic Compound 审中-公开
标题翻译：从氨基芳香化合物制备氟芳族化合物的方法
公开(公告)号：US20070276168A1
公开(公告)日：2007-11-29
申请号：US10588471
申请日：2005-02-03
申请人： Laurent Garel , Laurent Saint-Jalmes
发明人： Laurent Garel , Laurent Saint-Jalmes
IPC分类号： C07C25/13
CPC分类号： C07B39/00 , C07C17/093 , C07C25/13 , C07D213/61 , C07D215/18 , C07D215/20
摘要： The invention relates to a method for preparation of fluorinated aromatic compounds from the corresponding amines by replacement of the amino group with a fluorine atom. The method of preparation of a fluoroaromatic compound from an aromatic compound with at least one amino group on the aromatic ring is characterized by the reaction of said aromatic amine compound with a nitrosating agent in the presence of a source of boron trifluoride in an organic medium, and carrying out a thermal treatment of the reaction medium comprising the diazonium salt thus obtained to give the fluoroaromatic compound directly by decomposition of the diazonium salt without intermediate isolation thereof.
摘要翻译：本发明涉及通过用氟原子取代氨基从相应的胺制备含氟芳族化合物的方法。芳族化合物与芳族化合物在芳环上具有至少一个氨基的氟代芳族化合物的制备方法的特征在于，在有机介质中存在三氟化硼的情况下，所述芳族胺化合物与亚硝化剂反应，并对由此获得的包含重氮盐的反应介质进行热处理，直接通过分解重氮盐直接得到氟代芳族化合物，而无需中间分离。

4. 发明授权

US09035106B2 Method for the hydroxylation of phenols and phenol ethers 有权
标题翻译：苯酚和酚醚羟基化的方法
公开(公告)号：US09035106B2
公开(公告)日：2015-05-19
申请号：US13984966
申请日：2012-02-15
申请人： Laurent Garel , Jean-Christophe Bigouraux , Stéphanie Normand , Pascal Pitiot
发明人： Laurent Garel , Jean-Christophe Bigouraux , Stéphanie Normand , Pascal Pitiot
IPC分类号： C07C37/60 , C07C37/08
CPC分类号： C07C37/60 , Y02P20/582 , C07C39/08
摘要： The present invention relates to a method for the hydroxylation of phenols and phenol ethers by means of hydrogen peroxide. The invention specifically relates to a method for the hydroxylation of phenol by means of the hydrogen peroxide. The method of the invention for the hydroxylation of a phenol or phenol ether by means of reacting said phenol or phenol ether with the hydrogen peroxide in the presence of an acid catalyst is characterized in that it includes mixing a phenol or phenol ether with a hydrogen peroxide solution in a mixing device under conditions enabling the conversion rate of the hydrogen peroxide to be minimized, and in that said reaction mixture is then placed in a piston flow reactor where the reaction leading to the production of the hydroxylated material takes place, the acid catalyst being fed into the mixing device and/or into the piston flow reactor.
摘要翻译：本发明涉及通过过氧化氢使苯酚和苯酚醚羟基化的方法。本发明具体涉及通过过氧化氢使苯酚羟基化的方法。本发明通过在酸催化剂存在下使所述酚或酚醚与过氧化氢反应使苯酚或苯酚醚羟基化的方法的特征在于其包括将苯酚或苯酚醚与过氧化氢在使得能够使过氧化氢的转化率最小化的条件下在混合装置中的溶液，然后将所述反应混合物置于活化流反应器中，在该活塞流反应器内进行产生羟基化物质的反应，酸催化剂被送入混合装置和/或进入活塞流反应器。

5. 发明申请

US20140073818A1 Method for hydroxylating phenols and phenol ethers 有权
标题翻译：苯酚和苯酚醚的羟基化方法
公开(公告)号：US20140073818A1
公开(公告)日：2014-03-13
申请号：US14118082
申请日：2012-05-15
申请人： Laurent Garel , Stephanie Normand , Pascal Pitiot , Jean-Christophe Bigouraux
发明人： Laurent Garel , Stephanie Normand , Pascal Pitiot , Jean-Christophe Bigouraux
IPC分类号： C07C41/26 , C07C37/60
CPC分类号： C07C41/26 , C07C37/60 , Y02P20/582 , C07C39/08
摘要： A method for hydroxylating phenols and phenol ethers using hydrogen peroxide and specifically, a method for hydroxylating phenol using hydrogen peroxide. The method for hydroxylating a phenolic substrate selected from a phenol or a phenol ether by reacting such phenolic substrate with hydrogen peroxide in the presence of an acid catalyst comprises the following steps, implemented consecutively or simultaneously: a first step consisting of mixing a phenolic substrate with a hydrogen peroxide solution under conditions in which the temperature is sufficient for the initial phenolic substrate to remain liquid and for minimizing the conversion rate of the hydrogen peroxide; a second step consisting of carrying out the phenolic substrate hydroxylation reaction under adiabatic conditions, the acid catalyst being added at the mixing stage and/or at the beginning of the hydroxylation reaction; and a third step, if necessary, consisting of recovering the hydroxylated product.
摘要翻译：使用过氧化氢使酚和酚醚羟基化的方法，具体地说，使用过氧化氢使苯酚羟基化的方法。在酸催化剂存在下使这种酚类底物与过氧化氢反应，通过使酚类底物与过氧化氢反应来羟基化选自酚或酚醚的方法包括以下步骤：连续或同时实施：第一步，将酚类底物与过氧化氢溶液，其中温度足以使初始酚类底物保持液体并使过氧化氢的转化率最小化; 第二步是在绝热条件下进行酚类底物羟基化反应，在混合阶段和/或在羟化反应开始时加入酸催化剂; 如果需要，第三步是回收羟基化产物。

6. 发明申请

US20070004942A1 Method of preparation of an alkyne with an optically active hydroxyl group in the beta or gamma position of a triple bond and intermediates obtained 审中-公开
标题翻译：在三键的β或γ位置制备具有光学活性羟基的炔烃的方法和获得的中间体
公开(公告)号：US20070004942A1
公开(公告)日：2007-01-04
申请号：US11476196
申请日：2006-06-28
申请人： Laurent Garel , Thierry Schlama
发明人： Laurent Garel , Thierry Schlama
IPC分类号： C07C33/04 , C07F7/02
CPC分类号： C07C29/36 , C07B2200/07 , C07C33/042 , C07C31/36
摘要： The present invention relates to a method of preparation of an alkyne with an optically active hydroxyl group in the β or γ position of a triple bond and intermediates obtained. The method of the invention for preparation of an alkyne with an optically active hydroxyl group in the β position of a triple bond is characterized in that it comprises the reaction, in the presence of a Lewis acid: of a compound of formula (IV): in which: R is a linear or branched alkyl group having from 1 to 6 carbon atoms. and of a compound of formula (V): R′—C≡C-M (V) in which: R′ represents a hydrogen atom, a linear or branched alkyl group having from 1 to 8 carbon atoms, preferably a methyl group or a trialkylsilyl group. M represents a metal, preferably a metal of group (Ia) of the periodic table, preferably lithium. Another object of the invention comprises the production of an alkyne with an optically active hydroxyl group in the γ position of a triple bond by isomerization of an alkyne with an optically active hydroxyl group in the β position previously obtained.
摘要翻译：本发明涉及一种在三键的β或γ位具有光学活性羟基的炔烃的制备方法和中间体。在三键的β位上制备具有光学活性羟基的炔烃的本发明的方法的特征在于其包含在路易斯酸存在下的反应：式（Ⅳ）化合物：其中：R为具有1至6个碳原子的直链或支链烷基。和式（V）化合物：<？in-line-formula description =“In-line Formulas”end =“lead”？> R'-C≡CM（V）<？in-line-formula description = “直链式”末端=“尾”→其中：R'表示氢原子，具有1至8个碳原子的直链或支链烷基，优选甲基或三烷基甲硅烷基。 M表示金属，优选元素周期表（Ia）族的金属，优选锂。本发明的另一个目的是通过在先前获得的β位上通过异构化具有光学活性羟基的炔异构化在三键的γ位置制备具有光学活性羟基的炔。

7. 发明授权

US06479690B1 Phosgenation under pressure of alcohol's for producing chloroformates 失效
标题翻译：酒精压力下的光气化产生氯甲酸酯
公开(公告)号：US06479690B1
公开(公告)日：2002-11-12
申请号：US09486892
申请日：2000-03-06
申请人： Laurent Garel , François Metz
发明人： Laurent Garel , François Metz
IPC分类号： C07C6996
CPC分类号： C07C68/02 , C07C69/96
摘要： The invention concerns a method for phosgenation of monohydroxy alcohol's and/or polyols characterised in that it consists of treating alcohol and or polyol, whether in the presence of solvent or not, with a molar excess of phosgene, preferably 2 to 30 times more phosgene than the hydroxyl groups, at temperatures ranging between 0 and 200° C. and at pressure levels ranging between 2 and 60 bar, preferably in the absence of any catalyst. The method is further characterised in that pressure is further used to facilitate the separation of hydrochloric acid from phosgene, in a column external to the reactor.
摘要翻译：本发明涉及一羟基醇和/或多元醇的光气化方法，其特征在于，它包括处理醇和/或多元醇，无论是否在溶剂存在下，与摩尔过量的光气相比，光气优选为光气的2至30倍羟基，温度范围为0至200℃，压力水平范围为2至60巴，优选不存在任何催化剂。该方法的特征还在于，在反应器外部的柱子中，进一步使用压力来促进盐酸与光气的分离。

8. 发明申请

US20140221698A1 METHOD FOR THE HYDROXYLATION OF PHENOLS AND PHENOL ETHERS 有权
标题翻译：酚和苯酚的羟化方法
公开(公告)号：US20140221698A1
公开(公告)日：2014-08-07
申请号：US13984966
申请日：2012-02-15
申请人： Laurent Garel , Jean-Christophe Bigouraux , Stéphanie Normand , Pascal Pitiot
发明人： Laurent Garel , Jean-Christophe Bigouraux , Stéphanie Normand , Pascal Pitiot
IPC分类号： C07C37/60
CPC分类号： C07C37/60 , Y02P20/582 , C07C39/08
摘要： The present invention relates to a method for the hydroxylation of phenols and phenol ethers by means of hydrogen peroxide. The invention specifically relates to a method for the hydroxylation of phenol by means of the hydrogen peroxide. The method of the invention for the hydroxylation of a phenol ether by means of reacting said phenol or phenol ether with the hydrogen peroxide in the presence of an acid catalyst is characterized in that it includes mixing a phenol or phenol ether with a hydrogen peroxide solution in a mixing device under conditions enabling the conversion rate of the hydrogen peroxide to be minimized, and in that said reaction mixture is then placed in a piston flow reactor where the reaction leading to the production of the hydroxylated material takes place, the acid catalyst being fed into the mixing device and/or into the piston flow reactor.
摘要翻译：本发明涉及通过过氧化氢使苯酚和苯酚醚羟基化的方法。本发明具体涉及通过过氧化氢使苯酚羟基化的方法。本发明通过在酸催化剂存在下使所述酚或酚醚与过氧化氢反应使苯酚醚羟基化的方法的特征在于其包括将苯酚或苯酚醚与过氧化氢溶液在使过氧化氢的转化率最小化的条件下的混合装置，然后将所述反应混合物置于活塞流反应器中，在该活塞流反应器中进行导致羟基化材料生产的反应，将酸催化剂进料进入混合装置和/或进入活塞流动反应器。

9. 发明授权

US08791308B2 Process for the hydroxylation of phenols and of phenol ethers 有权
标题翻译：苯酚和酚醚的羟基化方法
公开(公告)号：US08791308B2
公开(公告)日：2014-07-29
申请号：US13259860
申请日：2010-03-30
申请人： Laurent Garel
发明人： Laurent Garel
IPC分类号： C07C37/08
CPC分类号： C07C37/60 , C07C39/08 , C07C39/10
摘要： A process for the hydroxylation of phenols and of phenol ethers by hydrogen peroxide is described. More particularly a process for the hydroxylation of phenol by hydrogen peroxide is described. The described process can include hydroxylation of a phenol or of a phenol ether having at least one hydrogen atom at the ortho and para position of the hydroxyl group or of the ether group, by reaction of said phenol or phenol ether, with hydrogen peroxide, in the presence of an acid catalyst, wherein the reaction is carried out in the presence of an effective amount of a catalyst which is a mixture of at least two strong acids and wherein one of the acids is chosen from strong protonic acids and the other acid is chosen from superacids.
摘要翻译：描述了通过过氧化氢使苯酚和酚醚羟基化的方法。更具体地描述了一种通过过氧化氢使苯酚羟基化的方法。所描述的方法可以包括通过所述酚或苯酚醚与过氧化氢的反应，在羟基或醚基的邻位和对位具有至少一个氢原子的酚或酚醚的羟基化，酸催化剂的存在，其中反应在有效量的催化剂存在下进行，催化剂是至少两种强酸的混合物，其中一种酸选自强质子酸，另一种酸是选自超酸

10. 发明授权

US08431750B2 Preparation of hydroxyaromatic aldehydes 有权
标题翻译：羟基芳族醛的制备
公开(公告)号：US08431750B2
公开(公告)日：2013-04-30
申请号：US12663344
申请日：2008-06-03
申请人： Christian Maliverney , Jean-Christophe Bigouraux , Laurent Garel
发明人： Christian Maliverney , Jean-Christophe Bigouraux , Laurent Garel
IPC分类号： C07C45/39
CPC分类号： C07C45/39 , B01J23/70 , B01J2531/16 , B01J2531/842 , B01J2531/845 , B01J2531/847 , C07C45/29 , C07C45/294 , C07C47/58
摘要： Hydroxyaromatic aldehydes are prepared by oxidation of a corresponding mandelic derivative carried out in a basic medium and in the presence of a catalytic system containing at least two metal elements.
摘要翻译：羟基芳族醛通过氧化在碱性介质中进行的相应的扁桃酸衍生物和在含有至少两种金属元素的催化体系的存在下制备。

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