KR20180011050A - 스즈키 커플링 후 팔라듐 촉매의 회수 및/또는 재사용 - Google Patents

스즈키 커플링 후 팔라듐 촉매의 회수 및/또는 재사용 Download PDF

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KR20180011050A
KR20180011050A KR1020177025293A KR20177025293A KR20180011050A KR 20180011050 A KR20180011050 A KR 20180011050A KR 1020177025293 A KR1020177025293 A KR 1020177025293A KR 20177025293 A KR20177025293 A KR 20177025293A KR 20180011050 A KR20180011050 A KR 20180011050A
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South Korea
Prior art keywords
suzuki coupling
palladium
palladium catalyst
coupling reaction
alkyl
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KR1020177025293A
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English (en)
Korean (ko)
Inventor
산집 비스와스
리탐 차크라바르티
로렌 엠 허프만
로날드 비 렝
아브라함 디 슈이트만
카린 스피어스
알란 엘 스탓트레마이어
제프리 비 에프
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다우 아그로사이언시즈 엘엘씨
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Publication of KR20180011050A publication Critical patent/KR20180011050A/ko
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/40—Regeneration or reactivation
    • B01J31/4015—Regeneration or reactivation of catalysts containing metals
    • B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
    • B01J31/4038—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/803—Processes of preparation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/40—Substitution reactions at carbon centres, e.g. C-C or C-X, i.e. carbon-hetero atom, cross-coupling, C-H activation or ring-opening reactions
    • B01J2231/42—Catalytic cross-coupling, i.e. connection of previously not connected C-atoms or C- and X-atoms without rearrangement
    • B01J2231/4205—C-C cross-coupling, e.g. metal catalyzed or Friedel-Crafts type
    • B01J2231/4211—Suzuki-type, i.e. RY + R'B(OR)2, in which R, R' are optionally substituted alkyl, alkenyl, aryl, acyl and Y is the leaving group
    • B01J2231/4227—Suzuki-type, i.e. RY + R'B(OR)2, in which R, R' are optionally substituted alkyl, alkenyl, aryl, acyl and Y is the leaving group with Y= Cl
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/824—Palladium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/584—Recycling of catalysts

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
KR1020177025293A 2015-05-22 2016-05-20 스즈키 커플링 후 팔라듐 촉매의 회수 및/또는 재사용 Withdrawn KR20180011050A (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201562165502P 2015-05-22 2015-05-22
US62/165,502 2015-05-22
PCT/US2016/033429 WO2016191245A1 (en) 2015-05-22 2016-05-20 Recovery and/or reuse of palladium catalyst after a suzuki coupling

Publications (1)

Publication Number Publication Date
KR20180011050A true KR20180011050A (ko) 2018-01-31

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KR1020177025293A Withdrawn KR20180011050A (ko) 2015-05-22 2016-05-20 스즈키 커플링 후 팔라듐 촉매의 회수 및/또는 재사용

Country Status (13)

Country Link
US (1) US20160340311A1 (enExample)
EP (1) EP3297436A4 (enExample)
JP (1) JP2018516843A (enExample)
KR (1) KR20180011050A (enExample)
CN (1) CN107426998A (enExample)
AR (1) AR104734A1 (enExample)
BR (1) BR112017019207A2 (enExample)
CA (1) CA2978972A1 (enExample)
CO (1) CO2017008865A2 (enExample)
IL (1) IL254346A (enExample)
MX (1) MX2017011447A (enExample)
TW (1) TW201718503A (enExample)
WO (1) WO2016191245A1 (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20220045633A (ko) 2020-10-06 2022-04-13 김창기 팔라듐이 포함된 슬러지 회수 장치

Families Citing this family (5)

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PT3762368T (pt) 2018-03-08 2022-05-06 Incyte Corp Compostos de aminopirazina diol como inibidores de pi3k-y
WO2020010003A1 (en) 2018-07-02 2020-01-09 Incyte Corporation AMINOPYRAZINE DERIVATIVES AS PI3K-γ INHIBITORS
CN110041373A (zh) * 2019-04-29 2019-07-23 江苏万年长药业有限公司 一种雷迪帕韦中间体制备过程中贵金属催化剂的回收方法
JP2021070684A (ja) * 2019-10-30 2021-05-06 東ソー株式会社 ハロゲン化合物の製造方法
CN114921657A (zh) * 2022-05-06 2022-08-19 浙江微通催化新材料有限公司 一种从含铯盐的废钯催化剂中回收铯和钯的方法

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US3641076A (en) * 1970-08-24 1972-02-08 Union Oil Co Catalyst recovery
US4791226A (en) * 1983-06-23 1988-12-13 Amoco Corporation Catalyst and process for purification of crude terephthalic acid
AR037228A1 (es) * 2001-07-30 2004-11-03 Dow Agrosciences Llc Compuestos del acido 6-(aril o heteroaril)-4-aminopicolinico, composicion herbicida que los comprende y metodo para controlar vegetacion no deseada
US20060258875A1 (en) * 2005-05-10 2006-11-16 Clementine Reyes Methods for manufacturing supported nanocatalysts and methods for using supported nanocatalysts
FR2914867B1 (fr) * 2007-04-16 2009-06-05 Univ Haute Alsace Etablissemen Procede de synthese de catalyseurs heterogenes au palladium, catalyseurs obtenus et utilisations de ces derniers.
WO2011020900A2 (en) * 2009-08-21 2011-02-24 Technische Universität Berlin A process for preparing biaryl compounds in a suzuki type reaction allowing product isolation and catalyst recycling in one step
PL2797890T3 (pl) * 2011-12-30 2017-06-30 Dow Agrosciences Llc Sposoby wytwarzania 4-amino-3-chloro-6-(4-chloro-2-fluoro-3- metoksyfenylo)pirydyno-2-karboksylanu metylu
JP6290788B2 (ja) * 2011-12-30 2018-03-07 ダウ アグロサイエンシィズ エルエルシー ４−クロロ−２−フルオロ−３−置換−フェニルボロン酸ピナコールエステルの形成方法およびその使用方法
US8703953B2 (en) * 2012-03-09 2014-04-22 Bristol-Myers Squibb Company Aryl ether-base kinase inhibitors

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20220045633A (ko) 2020-10-06 2022-04-13 김창기 팔라듐이 포함된 슬러지 회수 장치

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Publication number Publication date
CA2978972A1 (en) 2016-12-01
JP2018516843A (ja) 2018-06-28
TW201718503A (zh) 2017-06-01
US20160340311A1 (en) 2016-11-24
BR112017019207A2 (pt) 2018-04-24
MX2017011447A (es) 2018-06-18
CN107426998A (zh) 2017-12-01
IL254346A (en) 2018-04-30
AR104734A1 (es) 2017-08-09
CO2017008865A2 (es) 2017-11-21
EP3297436A1 (en) 2018-03-28
EP3297436A4 (en) 2018-12-26
WO2016191245A1 (en) 2016-12-01

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PA0105 International application

Patent event date: 20170908

Patent event code: PA01051R01D

Comment text: International Patent Application

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PC1203 Withdrawal of no request for examination