CN104220408B - 用氯丙酮制备2-(2,3-二甲基苯基)-1-丙醛的方法 - Google Patents

用氯丙酮制备2-(2,3-二甲基苯基)-1-丙醛的方法 Download PDF

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Publication number
CN104220408B
CN104220408B CN201280072221.9A CN201280072221A CN104220408B CN 104220408 B CN104220408 B CN 104220408B CN 201280072221 A CN201280072221 A CN 201280072221A CN 104220408 B CN104220408 B CN 104220408B
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reaction
reac
formula
compound
acid
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CN104220408A (zh
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弗洛伦斯奥·萨拉戈萨道尔沃德
安娜·库勒撒
史蒂芬·埃琳娜
罗伯特·布约克
兹比格纽·沃贝
克里斯托弗·沃伊切霍夫斯基
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Lonza AG
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Lonza AG
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Priority claimed from PCT/EP2012/070879 external-priority patent/WO2012172122A2/en
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    • 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
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/58—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in three-membered rings
    • 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
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
    • C07C25/02—Monocyclic aromatic halogenated hydrocarbons
    • C07C25/125—Halogenated xylenes
    • 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
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/105—Saturated compounds containing keto groups bound to acyclic carbon atoms containing rings
    • C07C49/11—Saturated compounds containing keto groups bound to acyclic carbon atoms containing rings monocyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
    • C07C49/213—Unsaturated compounds containing keto groups bound to acyclic carbon atoms containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C07D233/58—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/24—Synthesis of the oxirane ring by splitting off HAL—Y from compounds containing the radical HAL—C—C—OY
    • C07D301/26—Y being hydrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Epoxy Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Fats And Perfumes (AREA)
CN201280072221.9A 2012-06-28 2012-11-15 用氯丙酮制备2-(2,3-二甲基苯基)-1-丙醛的方法 Expired - Fee Related CN104220408B (zh)

Applications Claiming Priority (11)

Application Number Priority Date Filing Date Title
US201261665528P 2012-06-28 2012-06-28
US61/665,528 2012-06-28
EP12174104 2012-06-28
EP12174104.5 2012-06-28
EP12189239 2012-10-19
EP12189239.2 2012-10-19
PCT/EP2012/070879 WO2012172122A2 (en) 2012-06-28 2012-10-22 Method for the preparation of 2-(2,3-dimethylphenyl)-1-propanal
EPPCT/EP2012/070879 2012-10-22
EP12192627 2012-11-14
EP12192627.3 2012-11-14
PCT/EP2012/072799 WO2013011158A2 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone

Publications (2)

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CN104220408A CN104220408A (zh) 2014-12-17
CN104220408B true CN104220408B (zh) 2016-01-20

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CA2866424A1 (en) 2012-05-08 2013-01-24 Lonza Ltd. Method for preparation of medetomidine
PL2847157T3 (pl) 2012-05-08 2016-04-29 Lonza Ag Sposób wytwarzania 2-(2,3-dimetylofenylo)-1-propanalu
MY165118A (en) * 2012-06-28 2018-02-28 Lonza Ag Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
PL2867211T3 (pl) 2012-06-28 2016-06-30 Lonza Ag Sposób wytwarzania medetomidyny przy pomocy chloroacetonu
US11221599B2 (en) 2014-11-28 2022-01-11 Signify Holding B.V. Systems and methods for managing environmental conditions
CN106518812A (zh) * 2016-10-25 2017-03-22 湖南大学 一种美托咪定及其中间体的制备方法
CN106749030B (zh) * 2016-12-15 2019-02-12 禚修洁 一种用于icu镇静镇痛的盐酸右美托咪定的制备方法
KR102148289B1 (ko) * 2018-07-04 2020-08-26 에스에프씨주식회사 고효율의 유기 발광 소자
KR102495135B1 (ko) 2019-04-03 2023-02-02 주식회사 엘지에너지솔루션 리튬 이차 전지용 전해질 및 이를 포함하는 리튬 이차 전지
US10550057B1 (en) * 2019-09-04 2020-02-04 Eastman Chemical Company Method of making a dialdeyhde
US10858304B1 (en) 2019-09-04 2020-12-08 Eastman Chemical Company Aromatic enol ethers
US11312873B2 (en) 2019-09-04 2022-04-26 Eastman Chemical Company Aromatic enol ether paint additives
US10544076B1 (en) 2019-09-04 2020-01-28 Eastman Chemical Company Method of making a dialdeyhde
US10889536B1 (en) 2019-09-04 2021-01-12 Eastman Chemical Company Enol ethers
US10865171B1 (en) 2019-09-04 2020-12-15 Eastman Chemical Company Process to make aromatic enol ethers and olefin isomers of aromatic enol ethers
US10865172B1 (en) 2019-09-04 2020-12-15 Eastman Chemical Company Aromatic enol ethers
US11518899B2 (en) 2019-09-04 2022-12-06 Eastman Chemical Company Aromatic enol ether paint additives
US10815179B1 (en) 2019-09-04 2020-10-27 Eastman Chemical Company Aromatic dicarbinols
CN117466262B (zh) * 2023-10-07 2025-09-09 安徽金轩科技有限公司 一种应用于五甲基茚满合成中磷酸催化剂除杂方法

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EP0153692A2 (en) * 1984-02-24 1985-09-04 Sagami Chemical Research Center Method for isomerization a glycidate derivative
US6313354B1 (en) * 1997-04-05 2001-11-06 Henkel Kommanditgesellschaft Auf Aktien Method for producing aromatic aldehydes

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JP2015517475A (ja) 2015-06-22
CL2014002906A1 (es) 2014-12-12
TWI535692B (zh) 2016-06-01
DK2867195T3 (en) 2016-04-04
PL2867195T3 (pl) 2016-06-30
KR20140131599A (ko) 2014-11-13
EP2867195B1 (en) 2015-12-30
HK1200810A1 (zh) 2015-08-14
SG11201405608QA (en) 2014-11-27
WO2013011158A2 (en) 2013-01-24
US9126914B1 (en) 2015-09-08
AU2012285678B2 (en) 2016-02-25
HRP20160250T1 (hr) 2016-04-08
CA2866441A1 (en) 2013-01-24
CN104220408A (zh) 2014-12-17
KR101537203B1 (ko) 2015-07-22
MY165118A (en) 2018-02-28
EA024425B1 (ru) 2016-09-30
WO2013011158A3 (en) 2013-05-10
EA201400938A1 (ru) 2015-01-30
JP5779298B2 (ja) 2015-09-16
BR112014022268A8 (pt) 2019-05-28
TW201402533A (zh) 2014-01-16
CA2866441C (en) 2017-01-17
NZ700643A (en) 2016-03-31
ES2565065T3 (es) 2016-03-31
CY1117491T1 (el) 2017-04-26
AU2012285678A1 (en) 2014-09-25
IN2014DN08121A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 2015-05-01
HUE027383T2 (en) 2016-10-28
EP2867195A2 (en) 2015-05-06
US20150239816A1 (en) 2015-08-27

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