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AR089310A1 - Proceso para la preparacion de magnolol y derivados del mismo - Google Patents

Proceso para la preparacion de magnolol y derivados del mismo

Info

Publication number
AR089310A1
AR089310A1 ARP120104803A ARP120104803A AR089310A1 AR 089310 A1 AR089310 A1 AR 089310A1 AR P120104803 A ARP120104803 A AR P120104803A AR P120104803 A ARP120104803 A AR P120104803A AR 089310 A1 AR089310 A1 AR 089310A1
Authority
AR
Argentina
Prior art keywords
biphenyl
diol
diallyl
dimethoxy
magnolol
Prior art date
Application number
ARP120104803A
Other languages
English (en)
Inventor
Proctor Gordon
Zaidel Lynette
Miller Steven
Carpenter Guy
Bartlett David
Moazzez Rebecca
Original Assignee
Colgate Palmolive Co
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 Colgate Palmolive Co filed Critical Colgate Palmolive Co
Publication of AR089310A1 publication Critical patent/AR089310A1/es

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/50Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions decreasing the number of carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/001Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain
    • C07C37/003Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by modification in a side chain by hydrogenation of an unsaturated part
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/62Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/68Purification; separation; Use of additives, e.g. for stabilisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/05Preparation of ethers by addition of compounds to unsaturated compounds
    • C07C41/06Preparation of ethers by addition of compounds to unsaturated compounds by addition of organic compounds only
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/16Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/22Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/24Preparation of ethers by reactions not forming ether-oxygen bonds by elimination of halogens, e.g. elimination of HCl
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/30Preparation of ethers by reactions not forming ether-oxygen bonds by increasing the number of carbon atoms, e.g. by oligomerisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

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

Abstract

En la presente se describen métodos de elevado rendimiento para la preparación de magnolol (5,5-dialil-bifenil-2,2-diol) y tetrahidromagnolol (5,5-dipropil-bifenil-2,2-diol). Reivindicación 1: Un método para la preparación de magnolol (5,5-dialil-bifenil-2,2-diol) o tetrahidromagnolol (5,5-dipropil-bifenil-2,2-diol), que comprende i) la metilación de bifenil-2,2-diol utilizando sulfato de dimetilo, para obtener 2,2-dimetoxi-bifenilo; ii) la bromuración del 2,2-dimetoxi-bifenilo para obtener 2,2-dimetoxi-5,5-dibromo-bifenilo; iii) la alquilación del 2,2-dimetoxi-5,5-dibromo-bifenilo con bromuro de alilo para obtener 2,2-dimetoxi-5,5-dialil-bifenilo; iv) la desmetilación del 2,2-dimetoxi-5,5-dialil-bifenilo mediante la reacción con cloruro de aluminio y tiourea; v) la recuperación del 5,5-dialil-bifenil-2,2-diol obtenido de esta forma; y vi) opcionalmente la hidrogenación del 5,5-dialil-bifenil-2,2-diol en presencia de un catalizador metálico y la recuperación del 5,5-dipropil-bifenil-2,2-diol obtenido de esta forma.
ARP120104803A 2011-12-20 2012-12-18 Proceso para la preparacion de magnolol y derivados del mismo AR089310A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US2011/066045 WO2013095361A1 (en) 2011-12-20 2011-12-20 Processes for making magnolol and derivatives thereof

Publications (1)

Publication Number Publication Date
AR089310A1 true AR089310A1 (es) 2014-08-13

Family

ID=45498119

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP120104803A AR089310A1 (es) 2011-12-20 2012-12-18 Proceso para la preparacion de magnolol y derivados del mismo

Country Status (15)

Country Link
US (1) US9000231B2 (es)
EP (1) EP2794534B1 (es)
JP (1) JP2015500874A (es)
CN (1) CN103987684A (es)
AR (1) AR089310A1 (es)
AU (1) AU2011383722B2 (es)
BR (1) BR112014014255A2 (es)
CA (1) CA2858954A1 (es)
MX (1) MX2014007555A (es)
PH (1) PH12014501367A1 (es)
RU (1) RU2014129826A (es)
SG (1) SG11201402848YA (es)
TW (1) TWI504585B (es)
WO (1) WO2013095361A1 (es)
ZA (1) ZA201404277B (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX351329B (es) 2013-01-23 2017-10-11 Colgate Palmolive Co Proceso para elaborar derivados de magnolol.
CN105622603A (zh) * 2015-05-28 2016-06-01 广州牌牌生物科技有限公司 多核化合物、其制备方法以及其应用
CN109053387B (zh) * 2018-09-19 2021-07-09 九江学院 一种厚朴酚的合成方法
WO2020126347A1 (en) 2018-12-18 2020-06-25 Unilever N.V. An antimicrobial composition
CN113717683B (zh) * 2021-09-27 2023-05-09 武汉纺织大学 一种光固化水下生物基抗菌胶粘剂及其制备方法

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5959157A (en) * 1995-06-26 1999-09-28 Alliedsignal, Inc. Process for making hydroxy-substituted ethynylated biphenyl compounds
CN1106391C (zh) 1999-04-12 2003-04-23 李安荣 厚朴酚系列化合物及其合成方法和以该化合物为活性成分的药物组合物
US6500409B1 (en) 2000-05-10 2002-12-31 Colgate Palmolive Company Synergistic antiplaque/antigingivitis oral composition
JP4851940B2 (ja) 2004-11-19 2012-01-11 宮城県 がんまたは糖尿病治療のための医薬組成物
WO2006061666A2 (en) 2004-12-08 2006-06-15 Richter Gedeon Vegyészeti Gyár Rt. A new process for the preparation of phenolic hydroxy-substituted compounds
WO2006129898A1 (en) 2005-05-30 2006-12-07 Korea Institute Of Oriental Medicine A mass separation method of magnolol from magnoliae cortex ormagnoliae radix
EP2040696B1 (en) 2006-07-14 2017-01-25 DSM IP Assets B.V. Compositions and use thereof for the treatment, co-treatment or prevention of inflammatory disorders
CN101293816B (zh) 2008-06-24 2011-09-28 江南大学 厚朴酚的合成方法
JP5265282B2 (ja) * 2008-09-19 2013-08-14 花王株式会社 皮膚化粧料
TWI422382B (zh) 2010-02-24 2014-01-11 Colgate Palmolive Co 加強木蘭活性物之溶解度及傳送的組成物
TWI459957B (zh) 2010-02-24 2014-11-11 Colgate Palmolive Co 口腔保健組成物
US8519197B2 (en) 2010-02-25 2013-08-27 Colgate-Palmolive Company Synthesis of magnolol and its analogue compounds

Also Published As

Publication number Publication date
JP2015500874A (ja) 2015-01-08
WO2013095361A1 (en) 2013-06-27
SG11201402848YA (en) 2014-10-30
RU2014129826A (ru) 2016-02-10
CA2858954A1 (en) 2013-06-27
AU2011383722A1 (en) 2014-06-19
ZA201404277B (en) 2016-05-25
EP2794534B1 (en) 2016-11-30
US20140357902A1 (en) 2014-12-04
US9000231B2 (en) 2015-04-07
BR112014014255A2 (pt) 2017-06-13
AU2011383722B2 (en) 2015-03-12
MX2014007555A (es) 2014-08-01
TW201339129A (zh) 2013-10-01
TWI504585B (zh) 2015-10-21
EP2794534A1 (en) 2014-10-29
CN103987684A (zh) 2014-08-13
PH12014501367A1 (en) 2014-09-22

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