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WO2012172122A3 - Method for the preparation of 2-(2,3-dimethylphenyl)-1-propanal - Google Patents

Method for the preparation of 2-(2,3-dimethylphenyl)-1-propanal Download PDF

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Publication number
WO2012172122A3
WO2012172122A3 PCT/EP2012/070879 EP2012070879W WO2012172122A3 WO 2012172122 A3 WO2012172122 A3 WO 2012172122A3 EP 2012070879 W EP2012070879 W EP 2012070879W WO 2012172122 A3 WO2012172122 A3 WO 2012172122A3
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
dimethylphenyl
propanal
medetomidine
chloroacetone
Prior art date
Application number
PCT/EP2012/070879
Other languages
French (fr)
Other versions
WO2012172122A2 (en
Inventor
Florencio Zaragoza Doerwald
Anna KULESZA
Stephan Elzner
Robert BUJOK
Zbigniew WROBEL
Krzysztof Wojciechowski
Original Assignee
Lonza Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lonza Ltd filed Critical Lonza Ltd
Priority to CA2866441A priority Critical patent/CA2866441C/en
Priority to DK12784615.2T priority patent/DK2867195T3/en
Priority to IN8121DEN2014 priority patent/IN2014DN08121A/en
Priority to SG11201405608QA priority patent/SG11201405608QA/en
Priority to CN201280072221.9A priority patent/CN104220408B/en
Priority to HUE12784615A priority patent/HUE027383T2/en
Priority to AU2012285678A priority patent/AU2012285678B2/en
Priority to JP2015510663A priority patent/JP5779298B2/en
Priority to NZ700643A priority patent/NZ700643B2/en
Priority to PL12784615T priority patent/PL2867195T3/en
Priority to ES12784615.2T priority patent/ES2565065T3/en
Priority to MYPI2014002562A priority patent/MY165118A/en
Priority to PCT/EP2012/072799 priority patent/WO2013011158A2/en
Priority to EA201400938A priority patent/EA024425B1/en
Priority to US14/385,789 priority patent/US9126914B1/en
Priority to BR112014022268A priority patent/BR112014022268A8/en
Priority to EP12784615.2A priority patent/EP2867195B1/en
Priority to KR1020147029606A priority patent/KR101537203B1/en
Publication of WO2012172122A2 publication Critical patent/WO2012172122A2/en
Publication of WO2012172122A3 publication Critical patent/WO2012172122A3/en
Priority to TW102122677A priority patent/TWI535692B/en
Priority to CL2014002906A priority patent/CL2014002906A1/en
Priority to HK15101494.2A priority patent/HK1200810A1/en
Priority to HRP20160250TT priority patent/HRP20160250T1/en

Links

Classifications

    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention discloses a method for the preparation of 2-(2,3-dimethylphenyl)-1-propanal starting from 1-bromo 2,3-dimethylbenzene and chloroacetone, its use in perfumes and its use for the preparation of medetomidine.
PCT/EP2012/070879 2012-06-28 2012-10-22 Method for the preparation of 2-(2,3-dimethylphenyl)-1-propanal WO2012172122A2 (en)

Priority Applications (22)

Application Number Priority Date Filing Date Title
MYPI2014002562A MY165118A (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
EP12784615.2A EP2867195B1 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
IN8121DEN2014 IN2014DN08121A (en) 2012-06-28 2012-11-15
SG11201405608QA SG11201405608QA (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
CN201280072221.9A CN104220408B (en) 2012-06-28 2012-11-15 The method of 2-(2,3-3,5-dimethylphenyl)-1-propionic aldehyde is prepared with monochloroacetone
HUE12784615A HUE027383T2 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
AU2012285678A AU2012285678B2 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
JP2015510663A JP5779298B2 (en) 2012-06-28 2012-11-15 Method for preparing 2- (2,3-dimethylphenyl) -1-propanal using chloroacetone
NZ700643A NZ700643B2 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
PL12784615T PL2867195T3 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
ES12784615.2T ES2565065T3 (en) 2012-06-28 2012-11-15 Method for the preparation of 2- (2,3-dimethylphenyl) -1-propanal with chloroacetone
CA2866441A CA2866441C (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
US14/385,789 US9126914B1 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
EA201400938A EA024425B1 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
PCT/EP2012/072799 WO2013011158A2 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
BR112014022268A BR112014022268A8 (en) 2012-06-28 2012-11-15 Method for preparing 2- (2,3-dimethylphenyl) -1-propanal with chloroacetone
DK12784615.2T DK2867195T3 (en) 2012-06-28 2012-11-15 PROCESS FOR THE PREPARATION OF 2- (2,3-dimethylphenyl) -1-propanal WITH chloroacetone
KR1020147029606A KR101537203B1 (en) 2012-06-28 2012-11-15 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
TW102122677A TWI535692B (en) 2012-06-28 2013-06-26 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone
CL2014002906A CL2014002906A1 (en) 2012-06-28 2014-10-27 A method for the preparation of 2- (2,3-dimethylphenyl) -1-propanal from 1-bromo-2,3-dimethylbenzene and chloroacetone, useful in perfumes and in the preparation of medetomidine.
HK15101494.2A HK1200810A1 (en) 2012-06-28 2015-02-11 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone 2-(23-)-1-
HRP20160250TT HRP20160250T1 (en) 2012-06-28 2016-03-09 Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal with chloroacetone

Applications Claiming Priority (6)

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
EP12189239.2 2012-10-19
EP12189239 2012-10-19

Publications (2)

Publication Number Publication Date
WO2012172122A2 WO2012172122A2 (en) 2012-12-20
WO2012172122A3 true WO2012172122A3 (en) 2013-05-10

Family

ID=47357539

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2012/070879 WO2012172122A2 (en) 2012-06-28 2012-10-22 Method for the preparation of 2-(2,3-dimethylphenyl)-1-propanal

Country Status (1)

Country Link
WO (1) WO2012172122A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HUE026686T2 (en) * 2012-05-08 2016-07-28 Lonza Ag Method for preparation of 2-(2,3-dimethylphenyl)-1-propanal
ES2563816T3 (en) * 2012-05-08 2016-03-16 Lonza Ltd Medetomidine preparation method
PL2867211T3 (en) * 2012-06-28 2016-06-30 Lonza Ag Method for preparation of medetomidine with chloroacetone
CN104220408B (en) * 2012-06-28 2016-01-20 隆萨有限公司 The method of 2-(2,3-3,5-dimethylphenyl)-1-propionic aldehyde is prepared with monochloroacetone
GB201308236D0 (en) 2013-05-08 2013-06-12 Givaudan Sa Improvements in or relating to organic compounds
WO2014205782A1 (en) 2013-06-28 2014-12-31 Givaudan Sa Organic compounds
CN107074714B (en) 2014-11-10 2020-11-06 奇华顿股份有限公司 Improvements in or relating to organic compounds
CN106518812A (en) * 2016-10-25 2017-03-22 湖南大学 Preparation method of medetomidine and intermediate thereof
CN110550669A (en) * 2018-05-30 2019-12-10 贵州水投水务集团锦屏有限公司 Tap water treatment agent and preparation method thereof
MX2024010624A (en) 2022-03-22 2024-09-05 Obshestvo S Ogranichennoi Otvetstvennostiu Vik Zdorove Zhivotnykh Method for producing medetomidine and its derivatives.

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51100041A (en) * 1975-02-26 1976-09-03 Kanebo Ltd 22 * 44 isobuchirufueniru * puropionsanno seizoho
JPS51100042A (en) * 1975-02-26 1976-09-03 Kanebo Ltd 22 * 44 isobuchirufueniru * puropionsanno seizoho
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

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE513474C2 (en) 1999-01-25 2000-09-18 Hans Elwing Instutionen Foer C Method for preventing crustaceans, especially sea turtles, establishment on solid surfaces by a substance that disturbs nerve signals, the substance being medetomidine, ie (+) - 4- / 1- (2,3-dimethylphenyl) -ethyl / -IH- imidazole
EP1918282A1 (en) 2006-11-06 2008-05-07 "Joint Stock Company Grindeks" Method for preparing medetomidine and its salts

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS51100041A (en) * 1975-02-26 1976-09-03 Kanebo Ltd 22 * 44 isobuchirufueniru * puropionsanno seizoho
JPS51100042A (en) * 1975-02-26 1976-09-03 Kanebo Ltd 22 * 44 isobuchirufueniru * puropionsanno seizoho
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

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 197642, Derwent World Patents Index; AN 1976-78501X, XP002692703 *
DATABASE WPI Week 197642, Derwent World Patents Index; AN 1976-78502X, XP002692704 *
MUKHERJEE-MÜLLER, G. ET AL: "176. Säurekatalysierte Umlagerungen von 1,5.Dimethyl-6-methyliden-tricyclo[3.2.1.0 2,7]oct-3-en-8endo-olen", HELVETICA CHIMICA ACTA, vol. 60, no. 5, 31 December 1977 (1977-12-31), pages 1758 - 1780, XP002683671 *

Also Published As

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WO2012172122A2 (en) 2012-12-20

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