MX2010005737A - Metodo para producir mentol racemico opticamente activo. - Google Patents

Metodo para producir mentol racemico opticamente activo.

Info

Publication number
MX2010005737A
MX2010005737A MX2010005737A MX2010005737A MX2010005737A MX 2010005737 A MX2010005737 A MX 2010005737A MX 2010005737 A MX2010005737 A MX 2010005737A MX 2010005737 A MX2010005737 A MX 2010005737A MX 2010005737 A MX2010005737 A MX 2010005737A
Authority
MX
Mexico
Prior art keywords
menthol
optically active
isopulegol
producing optically
citronellal
Prior art date
Application number
MX2010005737A
Other languages
English (en)
Inventor
Klaus Ebel
Wolfgang Krause
Rocco Paciello
Matthias Rauls
Steffen Oehlenschlaeger
Joachim Schmidt-Leithoff
Gunnar Heydrich
Nawid Kashani-Shirazi
Christoph Jaekel
Gabriele Gralla
Eike Johannes Bergner
Marko Friedrich
Original Assignee
Basf Se
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 Basf Se filed Critical Basf Se
Publication of MX2010005737A publication Critical patent/MX2010005737A/es

Links

Classifications

    • 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
    • C07C29/56—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by isomerisation
    • 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
    • C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
    • C07C29/172—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with the obtention of a fully saturated alcohol
    • 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
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/78—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by condensation or crystallisation
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • 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
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers
    • 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
    • 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
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

La invención se refiere a un método completo particularmente económico, para producir mentol, especialmente para la producción de L-mentol ópticamente activo, esencialmente enantiomérica y diaesterereométicamente puro y mentol racémico partiendo del citral de material madre no cotoso, comercialmente accesible. El método comprende los siguientes pasos: a.1) hidrogenación catalítica de neral y/o geranial para dar citronelal, b.1) ciclización de citronelal para dar isopulegol en presencia de un catalizador de ácido, c.1) purificación de isopulegol por cristalización y d.1) hidrogenación catalítica de isopulegol para dar mentol.
MX2010005737A 2007-11-30 2008-11-13 Metodo para producir mentol racemico opticamente activo. MX2010005737A (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP07122036 2007-11-30
PCT/EP2008/065503 WO2009068444A2 (de) 2007-11-30 2008-11-13 Verfahren zur herstellung von optisch aktivem und racemischem menthol

Publications (1)

Publication Number Publication Date
MX2010005737A true MX2010005737A (es) 2010-06-09

Family

ID=40521497

Family Applications (1)

Application Number Title Priority Date Filing Date
MX2010005737A MX2010005737A (es) 2007-11-30 2008-11-13 Metodo para producir mentol racemico opticamente activo.

Country Status (7)

Country Link
US (2) US8318985B2 (es)
EP (1) EP2225192B1 (es)
JP (2) JP5599716B2 (es)
CN (2) CN101932543B (es)
ES (1) ES2636456T3 (es)
MX (1) MX2010005737A (es)
WO (1) WO2009068444A2 (es)

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CN103446948A (zh) * 2013-08-27 2013-12-18 梧州市松桦化学品有限公司 反应塔
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CN105218335B (zh) * 2015-10-20 2017-06-16 万华化学集团股份有限公司 一种由柠檬醛不对称催化氢化制备手性香茅醛的方法
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US10492522B2 (en) 2017-05-03 2019-12-03 R.J. Reynolds Tobacco Company Flavored menthol-containing objects for application to smoking article components
CN110872217A (zh) * 2019-12-09 2020-03-10 万华化学集团股份有限公司 一种光学活性的香茅醛的制备方法
WO2021114021A1 (zh) * 2019-12-09 2021-06-17 万华化学集团股份有限公司 一种光学活性的香茅醛的制备方法
CN111056932A (zh) * 2019-12-09 2020-04-24 万华化学集团股份有限公司 一种制备光学活性香茅醛的方法
CN111004102B (zh) * 2019-12-23 2022-11-04 万华化学集团股份有限公司 一种制备光学活性香茅醛的方法及用于该方法的催化剂
CN111056933B (zh) * 2019-12-24 2022-11-08 万华化学集团股份有限公司 一种制备光学活性香茅醛的方法及用于该方法的催化剂体系
CN111269103A (zh) * 2020-02-24 2020-06-12 万华化学集团股份有限公司 一种高效制备r-香茅醛的方法
CN114011463B (zh) * 2021-11-24 2023-07-14 万华化学集团股份有限公司 一种催化剂及制备高纯度l-薄荷醇的方法
CN114349600B (zh) * 2022-01-06 2023-05-30 万华化学集团股份有限公司 一种富集l-异胡薄荷醇的制备方法
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Also Published As

Publication number Publication date
EP2225192B1 (de) 2017-05-03
US20130046118A1 (en) 2013-02-21
CN104211566A (zh) 2014-12-17
ES2636456T3 (es) 2017-10-05
US9988331B2 (en) 2018-06-05
US8318985B2 (en) 2012-11-27
US20100249467A1 (en) 2010-09-30
WO2009068444A3 (de) 2010-05-27
JP2011504895A (ja) 2011-02-17
CN101932543B (zh) 2014-07-30
JP2013209432A (ja) 2013-10-10
WO2009068444A2 (de) 2009-06-04
EP2225192A2 (de) 2010-09-08
CN101932543A (zh) 2010-12-29
JP5599716B2 (ja) 2014-10-01
JP5663632B2 (ja) 2015-02-04

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