序号 专利名 申请号 申请日 公开(公告)号 公开(公告)日 发明人
21 作为产物的二苯基氯代烷的产率得到提高的格氏法 CN200480039957.1 2004-12-17 CN1902208A 2007-01-24 B·T·纽因; C·J·贝德博利; R·E·汉姆博格; S·M·雅格布; S·J·拉特克里夫; J·D·沃特曼
在三个实施方案中进行制备含苯基的氯代烷产物,尤其是二苯基氯代硅烷的格氏法。在第一实施方案中,格氏法的反应物是苯基格氏试剂、醚溶剂、三氯硅烷和芳族偶合溶剂。在第二实施方案中,格氏法的反应物是苯基格氏试剂、醚溶剂、苯基氯代硅烷和芳族烃偶合溶剂。在第三实施方案中,格氏法的反应物是苯基格氏试剂、醚溶剂、三氯硅烷、苯基氯代硅烷和芳族烃偶合溶剂。在每一实施方案中,反应物以特定的摩尔比率存在。
22 格利雅化合物的立体选择性制备方法及其应用 CN99808447.6 1999-07-02 CN1308643A 2001-08-15 L·波伊蒙德; M·罗特兰德尔; G·卡希兹; P·克诺彻尔
发明涉及式(Ⅰ)的格利雅化合物的立体选择性制备方法,涉及式(Ⅰa)的聚合物键合化合物,涉及该方法在建立物质库方面的应用及式(Ⅰ)和(Ⅰa)化合物在立体选择性化学合成方面的应用。
23 Oleanolic acid methyl ester derivatives US15815587 2017-11-16 US09969768B1 2018-05-15 Ahmed M. Naglah; Abd El-Galil E. Amr; Mohamed A. Al-Omar
Oleanolic acid methyl ester derivatives demonstrate potent anti-diabetic activities. In in vitro anti-diabetic testing, the derivatives showed more potency regarding dipeptidyl peptidase-4 (DPP-IV) inhibitor activity, peroxisome proliferator-activated receptors (PPARs) agonist activity, and α-Glucosidase inhibitors activity, as compared to reference standards oleanolic acid and acarbose. In in vivo oral hypoglycemic testing, both acute and sub-acute studies demonstrated that the derivatives had high potency and long duration of action compared to the reference standards pioglitazone, acarbose and oleanolic acid.
24 Method of producing an organic silicon compound US14368899 2012-12-25 US09260458B2 2016-02-16 Yasushi Sugiura; Yoshinori Taniguchi
A method of producing an organic silicon compound includes a step of reaction of the following: (A) a reactive silane compound represented by General Formula (1) below: R1mSiY(4-m) (wherein R1 is a monovalent organic group (except for the group represented by Y) or a hydrogen atom; Y indicates a chlorine atom or a group represented by —OR2; R2 indicates a monovalent hydrocarbon group having 1 to 30 carbon atoms; and m is a number in the range of 0 to 3), (B) a halogenated organic compound represented by General Formula (2) below: R3—X (wherein R3 indicates a monovalent organic group; and X is a halogen atom), and (C) metallic magnesium (Mg) in the presence of (D) an organic solvent containing at least one type of ether type compound.
25 Process for preparing styrene derivatives US13907228 2013-05-31 US09024045B2 2015-05-05 Matthias Gotta; Bernd Wilhelm Lehnemann; Axel Von Wangelin Jacobi; Samet Guelak
A process is provided which allows the synthesis of a large number of styrene derivatives with formation of C—C bonds, with use being possible of economically advantageous substrates, readily available carbon nucleophiles, and both inexpensive and environmentally unproblematic catalyst systems, permitting reaction under mild conditions and a high compatibility with functional groups on the reactants involved.
26 Method for Allylating and Vinylating Aryl, Heteroaryl, Alkyl, and Alkene Halogenides Using Transition Metal Catalysis US13577278 2011-02-01 US20130184485A1 2013-07-18 Matthias Gotta; Bernd Wilhelm Lehnemann; Waldemar Maximilian Czaplik; Matthias Mayer; Axel Jacobi Von Wangelin
What is described is a process for preparing organic compounds of the general formula (I) R—R′  (I) by converting a corresponding compound of the general formula (II) R—X   (II) in which X is fluorine, chlorine, bromine or iodine to an organomagnesium compound of the general formula (III) [M+]n[RmMgXkY1]  (III) wherein compounds of the formula (III) are reacted with a compound of the general formula (IV) characterized in that the reaction of (III) with (IV) is performed in the presence of a) catalytic amounts of an iron compound, based on the compound of the general formula (II), and optionally in the presence of b) a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II).
27 METHOD FOR THE PRODUCTION OF OPTICALLY ACTIVE ALPHA ALKYL CARBONYL COMPOUNDS US12679125 2008-09-18 US20100305352A1 2010-12-02 Bernhard Breit; Christopher Studte
A method for the production of optically active α-alkylcarbonyl compounds with retention of the stereo information of the starting compound. The starting compound used here is a carbonyl compound which has, in the α-position, a leaving group which is substituted by an alkyl group with inversion of the configuration. The substitution of the leaving group is effected with the use of an alkylmagnesium Grignard and a zinc (II) salt or a zinc organyl. The method permits the production of optically active α-alkylcarbonyl compounds at very mild temperatures (for example 0° C.) with the use of starting compounds which are easy to prepare and economical and nontoxic catalysts, it also being possible to achieve a very high yield.
28 Solutions of anhydrous lanthanide salts and its preparation US11991131 2006-09-01 US20090326235A1 2009-12-31 Paul Knochel; Arkady Krasovskiy; Felix Kopp
The present invention relates to anhydrous solutions of MX3-Z LiA in a solvent, wherein M is a lanthanide including lanthanum, or yttrium or indium; z>0; and X and A are independently or both monovalent anions, preferably Cl, Br or I. The solution is readily prepared by dissolving or suspending MX3 or its hydrate and z equiv LiA in water or hydrophilic solvents, or mixtures thereof, removing the solvent under vacuum and dissolving the resulting powder in another solvent. The solution of MX3-Z LiA can advantageously be used e.g. in addition reactions of Grignard reagents to ketones and imines. Even the catalytic use of MX3-Z LiA is possible.
29 Process for preparing unsymmetrical biaryls and alkylated aromatic compounds from arylnitriles US10949711 2004-09-23 US07507830B2 2009-03-24 Joseph A. Miller
Methods are provided for the construction of unsymmetrical biaryl compounds and alkylated aromatic compounds from arylnitriles using a nickel or palladium catalyzed coupling in which the catalyst has at least one phosphine or phosphite ligand.
30 UNIVERSAL GIRNARD METATHESIS POLYMERIZATION US11849229 2007-08-31 US20080146754A1 2008-06-19 Richard D. MCCULLOUGH; Mihaela C. Iovu; Itaru Osaka
Universal Grignard Metathesis (GRIM) reactions which provide access to conjugated polymers by GRIM methods. A method comprising: providing an unsaturated ring compound comprising at least two halogen ring substituents, providing an organomagnesium reagent comprising an organomagnesium component and a metal activation agent, combining the unsaturated ring compound with the reagent to form a second compound by metal-halogen exchange, wherein the metal activation agent activates the metal-halogen exchange, coupling the second compound to itself in an oligomerization or polymerization reaction. Metal activation agent can be lithium chloride. The process is commercially attractive and can be executed in good yields. Polyfluorenes, polypyrroles, and polythiophenes can be prepared for use in OLED, PLED, photovoltaic, transistor, antistatic coatings, and sensor applications.
31 Method of preparing organomagnesium compounds US11787974 2007-04-18 US07387751B2 2008-06-17 Paul Knochel; Arkady Krasovskiy
The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts—LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.
32 Method of preparing organomagnesium compounds US11097707 2005-04-01 US07384580B2 2008-06-10 Paul Knochel; Arkady Krasovskiy
The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts—LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.
33 Method of preparing organomagnesium compounds US11787974 2007-04-18 US20070194468A1 2007-08-23 Paul Knochel; Arkady Krasovskiy
The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts—LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.
34 Microreactor US10367300 2003-02-14 US20030156998A1 2003-08-21 Mark Peter Timothy Gilligan; Philip James Homewood; Rowland Whiffin
A microreactor with a sensor 9, 11 in a reaction channel 6. The sensor comprises a pair of spaced apart electrodes through which an AC voltage is passed. The amplitude and phase of the current flowing between the electrodes is monitored allowing the impedance of the reaction fluid between the electrodes to be measured.
35 Process for preparing vinylaromatic compounds US10171419 2002-06-04 US06608212B1 2003-08-19 Joseph Miller
The present invention provides a process for preparing a vinylaromatic compound comprising reacting an arylmetal reagent selected from arylmagnesium reagents and aryllithium reagents with a vinylphosphate in the presence of a palladium catalyst. The present invention also provides a process for preparing a vinylphosphate comprising reacting an enolizable ketone with a sterically hindered Grignard reagent and a halophosphate diester.
36 Catalyzed coupling reactions of aryl halides with silanes US09553542 2000-04-20 US06586599B1 2003-07-01 Steven P. Nolan; Hon Man Lee
A process for conducting coupling reactions of aryl halides with unsaturated silanes is described. The processes use N-heterocyclic carbenes as ancillary ligands in these coupling reactions. A coupling of an aryl halide with an unsaturated silane can be carried out by mixing, in a liquid medium, at least one strong base; at least one aryl halide or aryl pseudohalide in which all substituents are other than silyl groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one chlorine atom, bromine atom, or iodine atom; at least one silane wherein the silicon atom is quaternary, wherein one group bound to the silicon atom is unsaturated at the alpha or beta position, and wherein each of the remaining groups bound to the silicon atom is a saturated hydrocarbyl or a saturated hydrocarbyloxy group; at least one nickel, palladium, or platinum compound, wherein the formal oxidation state of the metal is zero or two; and at least one N-heterocyclic carbene. One preferred type of N-heterocyclic carbene is an imidazoline-2-ylidene of the formula wherein R1 and R2 are each, independently, alkyl or aryl groups having at least 3 carbon atoms, R3 and R4 are each, independently, a hydrogen atom, a halogen atom, or a hydrocarbyl group.
37 Synthesis and purification of (r*,r*)-2-[ (dimethylamino) methyl]-1-(3-methoxyphenyl) cyclohexanol hydrochloride US09700889 2000-11-20 US06399829B1 2002-06-04 Esa T. Jarvi; Neile A. Grayson; Robert E. Halvachs
(R*,R*)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol (Tramadol) is synthesized in a Grignard reaction in the presence of an additive resulting in a higher trans:cis ratio of product than is obtained in the absence of the additive. The Grignard reaction between 3 bromoanisole and the appropriate Mannich base in the presence of an amine or ether additive gives the amine product in an improved trans/cis ratio. The base is converted to its hydrochloride and recrystallized from a low molecular weight nitrile such as acetonitrile until a greater than 98% trans/cis ratio is obtained. Recrystallization from isopropanol gives (R*,R*)2-[(dimethylamino)methyl]-1-(3-metboxyphenyl)cyclohexanol hydrochloride free of the nitrile solvent. A hydrochloride of Tramadol can be synthesized without increasing a ratio of trans:cis by including a step in which HCl is added to Tramadol base in the presence of toluene.
38 Catalyst system comprising transition metal and imidazoline-2-ylidene or imidazolidine-2-ylidene US09507958 2000-02-22 US06316380B1 2001-11-13 Steven P. Nolan; Jinkun Huang; Mark L. Trudell; Chunming Zhang
This invention provides a catalyst system useful in many coupling reactions, such as Suzuki, Kumada, Heck, and amination reactions. The catalyst system of the present invention makes use of N-heterocyclic carbenes or their protonated salts. The composition of the catalyst system comprises at least one transition metal compound and at least one N-heterocyclic carbene or its protonated salt. This invention further provides novel N-heterocyclic carbenes and their protonated salts. One type of N-heterocyclic carbene used in this invention is an imidazolinc-2-ylidene wherein the 1 and 3 positions are each, independently, substituted by an aromatic group in which each ortho position is, independently, substituted by a secondary or tertiary group which has at least three atoms.
39 Replacement solvents for use in chemical synthesis US08748457 1996-11-13 US06231783B1 2001-05-15 Linda K. Molnar; T. Alan Hatton; Stephen L. Buchwald
Replacement solvents for use in chemical synthesis include polymer-immobilized solvents having a flexible polymer backbone and a plurality of pendant groups attached onto the polymer backbone, the pendant groups comprising a flexible linking unit bound to the polymer backbone and to a terminal solvating moiety. The polymer-immobilized solvent may be dissolved in a benign medium. Replacement solvents for chemical reactions for which tetrahydrofuran or diethyl may be a solvent include substituted tetrahydrofurfuryl ethers and substituted tetrahydro-3-furan ethers. The replacement solvents may be readily recovered from the reaction train using conventional methods.
40 Preparation and use of (2-butene-1,4-diyl) magnesium complexes in organic synthesis US323601 1994-10-17 US5581004A 1996-12-03 Reuben D. Rieke
The magnesium complexes of cyclic hydrocarbons and conjugated dienes, such as 1,2-dimethylenecycloalkanes and 1,3-butadienes, are readily prepared in high yields using highly reactive magnesium. Reactions of these (2-butene-1,4-diyl)magnesium reagents with electrophiles such as dibromoalkanes, alkylditosylates, alkylditriflates, bromoalkylnitriles, esters, or amides serve as a convenient method for synthesizing carbocyclic systems. Significantly, carbocycles prepared by this method contain functional groups such as the exocyclic double bond or a keto group in one of the rings which could be used for further elaboration of these molecules. Furthermore, fused bicyclic systems containing a substituted five-membered ring can be conveniently prepared at high temperatures by the reactions of (2-butene-1,4-diyl)magnesium complexes with carboxylic esters or acid halides whereas low temperatures lead to regioselective synthesis of .beta.,.gamma.-unsaturated ketones. Additionally, .gamma.-lactones, including spiro .gamma.-lactones, can be easily prepared in a one pot synthesis from the reaction of (2-butene-1,4-diyl)magnesium complexes with a ketone or aldehyde and carbon dioxide.
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