公开(公告)号：US11999688B2

公开(公告)日：2024-06-04

申请号：US17253779

申请日：2018-06-28

Applicant: DALIAN INSTITUTE OF CHEMICAL PHYSICS, CHINESE ACADEMY OF SCIENCES

Inventor： Shengjun Huang ,  Dazhi Zhang

IPC: C07C51/31 ,  B01J21/08 ,  B01J23/22 ,  B01J27/125 ,  B01J27/188 ,  B01J27/19 ,  B01J27/25 ,  B01J29/08 ,  B01J29/40 ,  B01J31/08 ,  C07C67/04 ,  C07C67/347

CPC classification number: C07C51/316 ,  B01J21/08 ,  B01J23/22 ,  B01J27/125 ,  B01J27/188 ,  B01J27/19 ,  B01J27/25 ,  B01J29/084 ,  B01J29/40 ,  B01J31/08 ,  C07C51/31 ,  C07C67/04 ,  C07C67/347

Abstract: A method for producing dicarboxylic acid. The method includes: subjecting a raw material system including a cyclic olefin and a lower monocarboxylic acid to an addition reaction in the presence of an addition reaction catalyst to generate an intermediate product system including cyclic carboxylic acid ester; and subjecting the intermediate product system including cyclic carboxylic acid ester to a ring-opening and oxidation reaction in the presence of an oxidant and an oxidation catalyst to generate a corresponding dicarboxylic acid product. The addition reaction in the dicarboxylic acid synthesis route achieves a high single-pass conversion rate, and the selectivity of the corresponding cyclic carboxylic acid ester is high. The addition-oxidation synthesis route achieves faster reaction rates for both the addition reaction and oxidation reaction, and high yield of corresponding dicarboxylic acid product. The addition-oxidation based synthesis route is suitable for continuous, stable and large-scale production of corresponding dicarboxylic acid product.

公开(公告)号：US20180179142A1

公开(公告)日：2018-06-28

申请号：US15904464

申请日：2018-02-26

Applicant: Boehringer Ingelheim International GmbH

Inventor： Xiangle JIN ,  Weitong DONG ,  Yan FU ,  Jun LU ,  Le XIE ,  Wei XU ,  Jinsong YANG ,  Qian ZHU

IPC: C07C69/608 ,  C07C45/54 ,  C07C45/67 ,  C07C59/205 ,  C07C69/716 ,  C07C69/757 ,  C07C67/347

CPC classification number: C07C69/608 ,  C07C45/54 ,  C07C45/673 ,  C07C59/205 ,  C07C67/347 ,  C07C69/716 ,  C07C69/757 ,  C07C2601/02 ,  C07C2601/04 ,  C07C2602/50 ,  C07C49/443

Abstract: This invention relates to methods for the synthesis of spiro[2.5]octane-5,7-dione and spiro[3.5]nonane-6,8-dione which are useful as intermediates in the manufacture of pharmaceutically active ingredients.

公开(公告)号：US09938228B2

公开(公告)日：2018-04-10

申请号：US15509504

申请日：2015-08-28

Applicant: Boehringer Ingelheim International GmbH

Inventor： Xiangle Jin ,  Weitong Dong ,  Yan Fu ,  Jun Lu ,  Le Xie ,  Wei Xu ,  Jinsong Yang ,  Qian Zhu

IPC: C07C69/74 ,  C07C69/608 ,  C07C69/757 ,  C07C69/716 ,  C07C67/347 ,  C07C59/205 ,  C07C45/67 ,  C07C45/54

CPC classification number: C07C69/608 ,  C07C45/54 ,  C07C45/673 ,  C07C59/205 ,  C07C67/347 ,  C07C69/716 ,  C07C69/757 ,  C07C2601/02 ,  C07C2601/04 ,  C07C2602/50 ,  C07C49/443

Abstract: This invention relates to methods for the synthesis of spiro[2.5]octane-5,7-dione and spiro[3.5]nonane-6,8-dione which are useful as intermediates in the manufacture of pharmaceutically active ingredients.

公开(公告)号：US20180015317A1

公开(公告)日：2018-01-18

申请号：US15661232

申请日：2017-07-27

Applicant: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE ,  UNIVERSITE MONTPELLIER 2 SCIENCES ET TECHNIQUES

Inventor： Claude GRISON ,  Jose ESCARRE

IPC: A62D3/35 ,  C07D239/22 ,  B01J23/06 ,  B01J23/72 ,  B01J23/755 ,  C07C2/86 ,  C07C209/32 ,  C07C67/347 ,  C07C67/02 ,  C07C45/00 ,  C07C41/30 ,  C07C29/62 ,  C07C17/16 ,  C07F1/08 ,  A62D101/04

CPC classification number: A62D3/35 ,  A62D2101/04 ,  B01J23/06 ,  B01J23/72 ,  B01J23/755 ,  C07C2/861 ,  C07C17/16 ,  C07C29/62 ,  C07C41/30 ,  C07C45/00 ,  C07C67/02 ,  C07C67/347 ,  C07C209/32 ,  C07C2523/04 ,  C07C2527/122 ,  C07C2527/128 ,  C07C2527/138 ,  C07D239/22 ,  C07F1/08 ,  C07C31/36

Abstract: A method of implementing organic synthesis reactions uses a composition containing a metal catalyst originating from a calcined plant. The plants can be from the Brassicaceae, Sapotaceae and Convolvulaceae family, and the metal catalyst contains metal in the M(II) form such as zinc, nickel, manganese, lead, cadmium, calcium, magnesium or copper. Examples of the organic synthesis reactions include halogenations, electrophilic reactions, cycloadditions, transesterification reactions and coupling reactions, among others.

公开(公告)号：US09751821B1

公开(公告)日：2017-09-05

申请号：US15586913

申请日：2017-05-04

Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.

Inventor： Manabu Yaosaka ,  Tomohisa Utsunomiya ,  Yuji Moriyama ,  Tomohiro Matsumoto ,  Kazutaka Matoba

IPC: C07C45/72 ,  C07D413/14 ,  C07C51/367 ,  C07C231/12 ,  C07D213/04 ,  C07C67/343 ,  C07D249/08 ,  C07D233/60 ,  C07D401/04 ,  C07D413/12

CPC classification number: C07C45/72 ,  C07C45/66 ,  C07C45/74 ,  C07C49/83 ,  C07C49/835 ,  C07C51/353 ,  C07C51/367 ,  C07C51/377 ,  C07C65/40 ,  C07C67/327 ,  C07C67/343 ,  C07C67/347 ,  C07C69/65 ,  C07C231/12 ,  C07C253/30 ,  C07C319/20 ,  C07D213/30 ,  C07D213/50 ,  C07D213/61 ,  C07D233/14 ,  C07D249/08 ,  C07D261/04 ,  C07D401/04 ,  C07C323/22 ,  C07C235/84 ,  C07C255/56 ,  C07C69/76 ,  C07C49/813 ,  C07C65/38

Abstract: There is provided a novel intermediate for producing pesticides. A method for producing the compound of Formula (3) comprises reacting an aromatic ketone compound of Formula (4) and a substituted acetophenone compound of Formula (5) as starting raw materials in an organic solvent or water in the presence or absence of an additive in the presence of a base in a suspended state. A method may comprise dehydrating the compound of Formula (3). A method for producing compound (2) in one step comprises reacting compound (4) and compound (5) to obtain compound (3). Further, a method for producing an isoxazoline compound of Formula (1) comprises reacting compound (2) and a hydroxylamine in an aliphatic or an aromatic hydrocarbon solvent which is optionally substituted by a halogen atom by adding an additive selected from a phase-transfer catalyst, a C1-C6 alcohol and an aprotic polar solvent in the presence of a base and water.

公开(公告)号：US09718741B2

公开(公告)日：2017-08-01

申请号：US15031158

申请日：2014-10-24

Applicant: Givaudan, S.A. ,  Amyris Inc.

Inventor： Fridtjof Schroeder ,  Fabian Ruethi

IPC: C07C261/00 ,  C07C269/00 ,  C07C271/00 ,  C07B37/02 ,  C07C67/347 ,  C07B37/08 ,  C07C2/86 ,  C07C45/69 ,  C07C41/30 ,  B01J31/22

CPC classification number: C07B37/02 ,  B01J31/2213 ,  B01J2231/324 ,  B01J2531/824 ,  C07B37/08 ,  C07C2/86 ,  C07C41/30 ,  C07C45/69 ,  C07C49/553 ,  C07C67/347 ,  C07C2531/22 ,  C07C2601/02 ,  C07C2601/16 ,  C07C2602/50 ,  C07C13/04 ,  C07C69/608 ,  C07C43/21

Abstract: A process of converting a carbon-carbon multiple bond to a cyclopropane ring, comprising the addition of a N-alkyl-N-nitroso compound to a mixture of alkene precursor, aqueous base and Pd(II)-catalyst, with the N-alkyl-N-nitroso compound obtained directly from an alkyl amine derivative, NaNO2 and an acid via phase separation of the N-alkyl-N-nitroso compound from the aqueous phase.

公开(公告)号：US09676692B2

公开(公告)日：2017-06-13

申请号：US14584642

申请日：2014-12-29

Applicant: NISSAN CHEMICAL INDUSTRIES, LTD.

Inventor： Manabu Yaosaka ,  Tomohisa Utsunomiya ,  Yuji Moriyama ,  Tomohiro Matsumoto ,  Kazutaka Matoba

IPC: C07C45/72 ,  C07C51/353 ,  C07C231/12 ,  C07D213/04 ,  C07C67/343 ,  C07D249/08 ,  C07D233/60 ,  C07D401/04 ,  C07D413/12 ,  C07D413/14 ,  C07C67/327 ,  C07C45/66 ,  C07C45/74 ,  C07C51/367 ,  C07C51/377

CPC classification number: C07C45/72 ,  C07C45/66 ,  C07C45/74 ,  C07C49/83 ,  C07C49/835 ,  C07C51/353 ,  C07C51/367 ,  C07C51/377 ,  C07C65/40 ,  C07C67/327 ,  C07C67/343 ,  C07C67/347 ,  C07C69/65 ,  C07C231/12 ,  C07C253/30 ,  C07C319/20 ,  C07D213/30 ,  C07D213/50 ,  C07D213/61 ,  C07D233/14 ,  C07D249/08 ,  C07D261/04 ,  C07D401/04 ,  C07C323/22 ,  C07C235/84 ,  C07C255/56 ,  C07C69/76 ,  C07C49/813 ,  C07C65/38

Abstract: There is provided a novel intermediate for producing pesticides. A method for producing the compound of Formula (3) comprises reacting an aromatic ketone compound of Formula (4) and a substituted acetophenone compound of Formula (5) as starting raw materials in an organic solvent or water in the presence or absence of an additive in the presence of a base in a suspended state. A method may comprise dehydrating the compound of Formula (3). A method for producing compound (2) in one step comprises reacting compound (4) and compound (5) to obtain compound (3). Further, a method for producing an isoxazoline compound of Formula (1) comprises reacting compound (2) and a hydroxylamine in an aliphatic or an aromatic hydrocarbon solvent which is optionally substituted by a halogen atom by adding an additive selected from a phase-transfer catalyst, a C1-C6 alcohol and an aprotic polar solvent in the presence of a base and water.

公开(公告)号：US20170088504A1

公开(公告)日：2017-03-30

申请号：US15127969

申请日：2015-03-27

Applicant: MITSUBISHI GAS CHEMICAL COMPANY, INC.

Inventor： Takashi MOTOI ,  Mitsuharu KITAMURA ,  Manabu HIRAKAWA

IPC: C07C69/757 ,  C07C29/141 ,  C07C45/50 ,  C07C67/347 ,  C07C47/347

CPC classification number: C07C69/757 ,  C07C29/141 ,  C07C29/149 ,  C07C45/50 ,  C07C47/347 ,  C07C67/347 ,  C07C2603/86 ,  C08G64/0208 ,  C07C31/278

Abstract: The present invention is able to provide a bifunctional compound represented by formula (1). (In the formula, R1 represents COOCH3, COOC2H5, COOC3H7, COOC4H9 or CHO; and R2 represents H, CH3 or C2H5.)

公开(公告)号：US09527797B1

公开(公告)日：2016-12-27

申请号：US15073335

申请日：2016-03-17

Applicant: Nano-C, Inc.

Inventor： Edward A. Jackson ,  Henning Richter

IPC: C07C67/317 ,  C07C69/618 ,  C07C321/20

CPC classification number: C07C67/317 ,  C07C67/347 ,  C07C69/618 ,  C07C321/20 ,  C07C381/12 ,  C07C2104/00 ,  C07C2604/00

Abstract: [6,6]-Phenyl C71 butyric acid derivatives (C70-PCBR3) having a selectivity of greater than 95 wt % of the α-isomer are provided by reacting fullerene C70 with a dialkyl sulfonium tetrafluoroborate having the formula:

公开(公告)号：US20160152539A1

公开(公告)日：2016-06-02

申请号：US14906644

申请日：2014-07-22

Applicant: EVONIK DEGUSSA GMBH

Inventor： Katrin Marie DYBALLA ,  Robert FRANKE ,  Dirk FRIDAG ,  Eduard BENETSKIY ,  Armin BÖRNER ,  Detlef SELENT

IPC: C07C45/50 ,  B01J31/18 ,  C07B41/06 ,  C07F15/00 ,  C07F9/6571

CPC classification number: C07C45/50 ,  B01J31/02 ,  B01J31/186 ,  B01J2231/321 ,  B01J2531/821 ,  B01J2531/822 ,  B01J2531/827 ,  B01J2531/845 ,  C07B41/06 ,  C07C67/347 ,  C07F9/657154 ,  C07F15/0073 ,  C07C69/716 ,  C07C47/02

Abstract: The invention relates to: a) phosphoramidites of formula (I), wherein Q is selected from substituted or unsubstituted 1,1′-biphenyl groups, R1 stands for hydrogen, and R2 stands for C1-C10 alkyl groups, substituted or unsubstituted C4-C6 cycloalkyl groups, or phenyl groups and wherein R2 is not a tertiary butyl group; b) transition-metal-containing compounds of the formula Me(acac)(CO)L, wherein Me=transition metal and L of the general formula (II): wherein Q is selected from substituted or unsubstituted 1,1′-biphenyl groups, R1 stands for hydrogen, R2 stands for C1-C10 alkyl groups, substituted or unsubstituted C4-C6 cycloalkyl groups, or phenyl groups, and R2 is not a tertiary butyl group and wherein the transition metal Me is selected from ruthenium, cobalt, rhodium, and iridium; c) catalytically active compositions in the hydroformylation, which comprise the compounds mentioned under a) and b); d) method for the hydroformylation of unsaturated compounds by using the catalytically active composition mentioned under c), and e) multi-phase reaction mixture, containing unsaturated compounds, gas mixture, which comprises carbon monoxide and hydrogen, aldehydes, and the catalytically active composition described under c).

Abstract translation: 本发明涉及：a）式（I）的亚磷酰胺，其中Q选自取代或未取代的1,1'-联苯基，R1代表氢，R2代表C1-C10烷基，取代或未取代的C4- C6环烷基或苯基，其中R2不是叔丁基; b）式Me（acac）（CO）L的过渡金属的化合物，其中Me =过渡金属和通式（II）的L：其中Q选自取代或未取代的1,1'-联苯基 ，R1代表氢，R2代表C1-C10烷基，取代或未取代的C4-C6环烷基或苯基，R2不是叔丁基，其中过渡金属Me选自钌，钴，铑 ，铱; c）加氢甲酰化中的催化活性组合物，其包含a）和b）下提及的化合物; d）通过使用c）所述的催化活性组合物来加氢甲酰化不饱和化合物的方法，以及e）包含不饱和化合物的多相反应混合物，包含一氧化碳和氢气，醛和催化活性组合物的气体混合物 描述在c）。