DE408666C - Process for the preparation of borneol - Google Patents

Process for the preparation of borneol

Info

Publication number
DE408666C
DE408666C DER57898D DER0057898D DE408666C DE 408666 C DE408666 C DE 408666C DE R57898 D DER57898 D DE R57898D DE R0057898 D DER0057898 D DE R0057898D DE 408666 C DE408666 C DE 408666C
Authority
DE
Germany
Prior art keywords
borneol
preparation
isoborneol
heated
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
DER57898D
Other languages
German (de)
Inventor
Dr-Ing Hermann Sandkuhl
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.)
RHEINISCHE KAMPFER FABRIK
Original Assignee
RHEINISCHE KAMPFER FABRIK
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 RHEINISCHE KAMPFER FABRIK filed Critical RHEINISCHE KAMPFER FABRIK
Priority to DER57898D priority Critical patent/DE408666C/en
Application granted granted Critical
Publication of DE408666C publication Critical patent/DE408666C/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
    • C07C35/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings
    • C07C35/28—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system containing seven carbon atoms
    • C07C35/29—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system containing seven carbon atoms being a (2.2.1) system
    • C07C35/30—Borneol; Isoborneol

Landscapes

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

Description

Verfahren zur Darstellung von Borneol. Es ist bekannt, daß sich Isoborneol in Borneol umlagern läßt, wenn man Isoborneolnatrium erhitzt. Der Nachteil dieses Verfahrens liegt in der Feuergefährlichkeit und der leichten Oxydierbarkeit des Isoborneolnatriums mit Luftsauerstoff zu Kampfer.Process for the preparation of borneol. It is known that isoborneol rearranged in borneol if isoborneol sodium is heated. The downside to this Process lies in the fire hazard and the easy oxidizability of the Isoborneol sodium with atmospheric oxygen to form camphor.

Es hat sich nun gezeigt, daß eine glatte Umlagerung des Isoborneols in Borneol stattfindet, wenn man Isoborneol mit oder ohne Lösungsmittel bei Gegenwart von Wasserstoff und geeigneten Katalysatoren unter Druck erhitzt.It has now been shown that a smooth rearrangement of the isoborneol in borneol takes place when using isoborneol with or without a solvent in the presence heated by hydrogen and suitable catalysts under pressure.

Beispiel. i o kg Isoborneol werden mit i kg Cyklohexan und 5 o g aktivem Nickel unter 3o Atm. Wasserstoffdruck acht Stunden auf etwa aoo° erhitzt. Das Reaktionsprodukt wird in Benzin gelöst, filtriert und zur Kristallisation gestellt. Die Ausbeute an Borneol beträgt etwa 8o Prozent.Example. 10 kg of isoborneol are treated with 1 kg of cyclohexane and 5 % of active nickel under 30 atm. Hydrogen pressure heated to about aoo ° for eight hours. The reaction product is dissolved in gasoline, filtered and allowed to crystallize. The borneol yield is about 80 percent.

An Stelle von Nickel können auch andere Katalysatoren Verwendung finden.Instead of nickel, other catalysts can also be used.

Claims (1)

PATENT-ANSPRUcH: Verfahren zur Darstellung von Borneol, dadurch gekennzeichnet, daß man Isoborneol bei Gegenwart von Katalysatoren und Wasserstoff unter Druck erhitzt.PATENT CLAIM: Process for the preparation of borneol, characterized in that that isoborneol is heated under pressure in the presence of catalysts and hydrogen.
DER57898D 1923-02-24 1923-02-24 Process for the preparation of borneol Expired DE408666C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DER57898D DE408666C (en) 1923-02-24 1923-02-24 Process for the preparation of borneol

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DER57898D DE408666C (en) 1923-02-24 1923-02-24 Process for the preparation of borneol

Publications (1)

Publication Number Publication Date
DE408666C true DE408666C (en) 1925-01-22

Family

ID=7410649

Family Applications (1)

Application Number Title Priority Date Filing Date
DER57898D Expired DE408666C (en) 1923-02-24 1923-02-24 Process for the preparation of borneol

Country Status (1)

Country Link
DE (1) DE408666C (en)

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