JP7404606B2 - 有機金属求核剤の製造方法、及び有機金属求核剤を用いる反応方法 - Google Patents

有機金属求核剤の製造方法、及び有機金属求核剤を用いる反応方法 Download PDF

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JP7404606B2
JP7404606B2 JP2022551338A JP2022551338A JP7404606B2 JP 7404606 B2 JP7404606 B2 JP 7404606B2 JP 2022551338 A JP2022551338 A JP 2022551338A JP 2022551338 A JP2022551338 A JP 2022551338A JP 7404606 B2 JP7404606 B2 JP 7404606B2
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metal
organic halide
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JPWO2022196796A1 (https=
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肇 伊藤
浩司 久保田
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Hokkaido University NUC
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C07F3/02—Magnesium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B37/00—Reactions without formation or introduction of functional groups containing hetero atoms, involving either the formation of a carbon-to-carbon bond between two carbon atoms not directly linked already or the disconnection of two directly linked carbon atoms
    • C07B37/04—Substitution
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B49/00—Grignard reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/325—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a metal atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
    • C07C1/325—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a metal atom
    • C07C1/326—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a metal atom the hetero-atom being a magnesium atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
    • C07C17/2632—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions involving an organo-magnesium compound, e.g. Grignard synthesis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C07C29/40—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30—Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/44—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reduction and hydrolysis of nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
    • C07F3/04—Calcium compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the alkali- or alkaline earth metals or beryllium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • C07C2531/24—Phosphines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
JP2022551338A 2021-03-19 2022-03-18 有機金属求核剤の製造方法、及び有機金属求核剤を用いる反応方法 Active JP7404606B2 (ja)

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JP2021046299 2021-03-19
JP2021046299 2021-03-19
PCT/JP2022/012524 WO2022196796A1 (ja) 2021-03-19 2022-03-18 有機金属求核剤の製造方法、及び有機金属求核剤を用いる反応方法

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US (1) US20230271988A1 (https=)
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WO (1) WO2022196796A1 (https=)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2026048412A1 (ja) * 2024-08-29 2026-03-05 株式会社メカノクロス メカノケミカル反応方法及び反応機器

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CN115572240B (zh) * 2022-10-19 2024-01-26 西安交通大学 一种三组分还原交叉偶联构建c-c键的机械力合成方法
JPWO2024210060A1 (https=) * 2023-04-07 2024-10-10

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JP2008174472A (ja) 2007-01-17 2008-07-31 Showa Denko Kk テトラヒドロピランを溶媒とする含炭素置換基クロロベンゼン化合物のグリニャール試薬の製造方法
JP2016525504A (ja) 2013-06-27 2016-08-25 ディーピーエックス ホールディングス ビー．ブイ． 流動層を用いるグリニャール試薬の調製
US20190161505A1 (en) 2016-04-13 2019-05-30 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e. V. Continuous method for producing grignard adducts and a device for carrying out same

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US2416717A (en) * 1942-04-03 1947-03-04 Cincinnati Milling Machine Co Mechanical activation
JPS5773010A (en) * 1980-10-24 1982-05-07 Nippon Oil Co Ltd Preparation of polyolefin
JPS58148251A (ja) 1982-02-27 1983-09-03 Yamaha Motor Co Ltd 自動二輪車用多気筒水冷エンジン
JPH05112501A (ja) * 1991-10-22 1993-05-07 Mita Ind Co Ltd ブタジエン誘導体およびそれを用いた電子写真感光体
DE19960865A1 (de) * 1999-12-17 2001-06-28 Studiengesellschaft Kohle Mbh Verfahren zur Durchführung und Beschleunigung von chemischen Reaktionen mit Magnesium-Metall in organischen Lösungsmitteln unter mechanischer Aktivierung
JP2002030003A (ja) 2000-07-12 2002-01-29 Sumitomo Bakelite Co Ltd 有機臭素化合物の脱臭素化方法

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JP2008174472A (ja) 2007-01-17 2008-07-31 Showa Denko Kk テトラヒドロピランを溶媒とする含炭素置換基クロロベンゼン化合物のグリニャール試薬の製造方法
JP2016525504A (ja) 2013-06-27 2016-08-25 ディーピーエックス ホールディングス ビー．ブイ． 流動層を用いるグリニャール試薬の調製
US20190161505A1 (en) 2016-04-13 2019-05-30 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e. V. Continuous method for producing grignard adducts and a device for carrying out same

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TAKAHASHI,R. et al.，Mechanochemical synthesis of magnesium-based carbon nucleophiles in air and their use in organic syn，Nature Communications，2021年11月18日，Vol.12, No.1，pp.1-10，DOI：10.1038/s41467-021-26962-w
WADDELL,D.C. et al.，Conducting moisture sensitive reactions under mechanochemical conditions，Tetrahedron Letters，2012年，Vol.53, No.34，pp.4510-4513，DOI：10.1016/j.tetlet.2012.06.009
梅野正行 ほか，グリニャール反応の応用，有機合成化学，1980年，Vol.38, No.12，pp.1196-1209

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2026048412A1 (ja) * 2024-08-29 2026-03-05 株式会社メカノクロス メカノケミカル反応方法及び反応機器
JP7825889B1 (ja) 2024-08-29 2026-03-09 株式会社メカノクロス メカノケミカル反応方法及び反応機器
JP2026048138A (ja) * 2024-08-29 2026-03-17 株式会社メカノクロス メカノケミカル反応方法及び反応機器

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EP4310067A1 (en) 2024-01-24
CN115485255A (zh) 2022-12-16
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CN118908981A (zh) 2024-11-08
EP4310067A4 (en) 2025-05-28
US20230271988A1 (en) 2023-08-31

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