DE521620C - Process for the preparation of menthol, its isomers and the corresponding ketones - Google Patents

Process for the preparation of menthol, its isomers and the corresponding ketones

Info

Publication number
DE521620C
DE521620C DEC40351D DEC0040351D DE521620C DE 521620 C DE521620 C DE 521620C DE C40351 D DEC40351 D DE C40351D DE C0040351 D DEC0040351 D DE C0040351D DE 521620 C DE521620 C DE 521620C
Authority
DE
Germany
Prior art keywords
isomers
menthol
preparation
corresponding ketones
hydrogen
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
DEC40351D
Other languages
German (de)
Inventor
Hans Jordan
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Schering Kahlbaum AG
Original Assignee
Schering Kahlbaum AG
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 Schering Kahlbaum AG filed Critical Schering Kahlbaum AG
Priority to DEC40351D priority Critical patent/DE521620C/en
Application granted granted Critical
Publication of DE521620C publication Critical patent/DE521620C/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/08Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings
    • C07C35/12Menthol

Landscapes

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

Description

Verfahren zur Darstellung von Menthol, seinen Isomeren und den entsprechenden Ketonen In dein Patent 5o6 044 ist ein Verfahren zur Darstellung von Menthol bzw. seinen Isomeren und Homologen und den entsprechenden Ketonen beschrieben, das darin besteht, daß die nach dem Patent 486 768 aus m- oder p-Kresol und Ketonen erhältlichen Kondensationsprodukte in Gegenwart von Katalysatoren mit Wasserstoff bis zur Aufnahme von 16 bzw. 14 Atomen Wasserstoff behandelt werden. Es wurde gefunden, daß in derselben Weise auch aus den ätherartigen Kondensationsprodukten, wie sie von G a e -b e 1 in seiner Dissertation: »Über Kondensationsprodukte aus m-Kresol und p-Kresol mit Aceton (Marburg 19o3)« beschrieben werden, Thvinol und seine Isorneren und die Homologen bzw. die entsprechenden Ketone gewonnen werden können.Process for the preparation of menthol, its isomers and the corresponding Ketones In your patent 5o6 044 a process for the preparation of menthol resp. its isomers and homologues and the corresponding ketones described therein consists that the patent 486 768 available from m- or p-cresol and ketones Condensation products in the presence of catalysts with hydrogen until uptake of 16 or 14 atoms of hydrogen are treated. It was found that in the same Wise also from the ethereal condensation products, as described by G a e -b e 1 in his dissertation: »On condensation products from m-cresol and p-cresol with Aceton (Marburg 19o3) «, thvinol and its isomers and the homologues or the corresponding ketones can be obtained.

Beispiel i Das ätherartige Kondensationsprodukt aus in-Kresol und Aceton wird bei 25o° bis 28o° in Gegenwart eines Hydrierungskatalysators mit Nickel als Basis der Einwirkung von Wasserstoff bei 3o Atm. Druck unterworfen. Läßt man die Wasserstoffaufnahme bis zu 16 Atomen Wasserstoff gehen, so erhält man ein Gemisch der verschiedenen stereoisomeren Menthole.Example i The ethereal condensation product of in-cresol and Acetone is at 25o ° to 28o ° in the presence of a hydrogenation catalyst with nickel as the basis of the action of hydrogen at 3o atm. Subjected to pressure. One lets If the hydrogen uptake goes up to 16 atoms of hydrogen, a mixture is obtained of the various stereoisomeric mentholes.

Beispiel e Das ätherartige Kondensationsprodukt aus p-Kresol und Aceton wird wie in Beispiel i behandelt. Man erhält ein Gemenge der verschiedenen stereoisomeren 4-Methyl-2-isopropylcvclohexanole.Example e The ethereal condensation product of p-cresol and acetone is treated as in example i. A mixture of the various stereoisomers is obtained 4-methyl-2-isopropylclohexanols.

Claims (1)

PATENTANSPRUCH: Abänderung des durch Patent 506 044 geschützten Verfahrens zur Darstellung von Menthol, seinen Isomeren und den entsprechenden Ketonen, dadurch gekennzeichnet, daß man hier die ätherartigen Kondensationsprodukte aus alkylierten Phenolen und Ketonen in Gegenwart von Katalysatoren bei Temperaturen über 23o° der Einwirkung von Wasserstoff bis zur Aufnahme von 14 bzw. 16 Atomen Wasserstoff unterwirft.PATENT CLAIM: Modification of the process protected by patent 506 044 for the representation of menthol, its isomers and the corresponding ketones, thereby characterized that here the ethereal condensation products from alkylated Phenols and ketones in the presence of catalysts at temperatures above 23o ° the Subjects to the action of hydrogen up to the absorption of 14 or 16 atoms of hydrogen.
DEC40351D 1927-08-30 1927-08-30 Process for the preparation of menthol, its isomers and the corresponding ketones Expired DE521620C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC40351D DE521620C (en) 1927-08-30 1927-08-30 Process for the preparation of menthol, its isomers and the corresponding ketones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC40351D DE521620C (en) 1927-08-30 1927-08-30 Process for the preparation of menthol, its isomers and the corresponding ketones

Publications (1)

Publication Number Publication Date
DE521620C true DE521620C (en) 1931-03-27

Family

ID=7024138

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC40351D Expired DE521620C (en) 1927-08-30 1927-08-30 Process for the preparation of menthol, its isomers and the corresponding ketones

Country Status (1)

Country Link
DE (1) DE521620C (en)

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