DE569689C - Method for the representation of 3-menthene - Google Patents
Method for the representation of 3-mentheneInfo
- Publication number
- DE569689C DE569689C DE1930SC073030 DESC073030D DE569689C DE 569689 C DE569689 C DE 569689C DE 1930SC073030 DE1930SC073030 DE 1930SC073030 DE SC073030 D DESC073030 D DE SC073030D DE 569689 C DE569689 C DE 569689C
- Authority
- DE
- Germany
- Prior art keywords
- menthene
- menthanol
- parts
- representation
- vapor form
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/02—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/16—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a six-membered ring
- C07C13/20—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a six-membered ring with a cyclohexene ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
- C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 3-Menthen Es wurde gefunden, daß beim Überleiten von S-Menthanol und seinen Derivaten in Dampfform über dehydratisierend wirkende Katalysatoren, wie Bleicherden, Bimsstein usw., bei über dem Siedepunkt des 3-Menthens liegenden Temperaturen Wasserabspaltung eintritt, wobei unter Wanderung der Doppelbindung in den Kern 3-Menthen erhalten wird. Dieses dient als Ausgangsstoff zur Herstellung von Menthol.Process for the preparation of 3-menthene It has been found that the Transferring S-menthanol and its derivatives in vapor form via dehydrating active catalysts, such as fuller's earth, pumice stone, etc., at above the boiling point of the 3-menthen lying temperatures, dehydration occurs, with migration the double bond in the 3-menthene core is obtained. This serves as the starting material for the production of menthol.
Es ist bereits bekannt, durch Erwärmen von 8-1lenthanol in flüssigem Zustand mit Mitteln, die wie Phosphorpentoyd oder %vasserfreie O%alsäure Wasser zu binden vermögen, 3-Menthen darzustellen. Diese wasserbindenden Mittel gehen bei dieser Reaktion in andere Substanzen mit höherem Wassergehalt über und werden dadurch verbraucht.It is already known by heating 8-1lenthanol in liquid Condition with agents such as phosphorus pentoxide or% anhydrous O% as acid water able to bind, to represent 3-menth. These water-binding agents are included this reaction into other substances with a higher water content and are thereby consumed.
Im Gegensatz dazu wird nach der vorliegenden Erfindung 8-Menthanol in Dampfform über Stoffe geleitet, die als dehydratisierende Katalysatoren wirken, indem sie zwar das Wasser abspalten, aber durch die Re-;iktion nicht merkbar verändert werden.In contrast, according to the present invention, 8-menthanol is used passed in vapor form over substances that act as dehydrating catalysts, by splitting off the water, but not noticeably changing it through the reaction will.
Beispiel i i oo Teile 8-Menthanol, das man z. B. durch Hydrierung von a-Terpineol erhält, werden in Dampfform durch ein auf 30o'- erhitztes Rohr geleitet, in dem sich Bleicherde, wie sie unter der Markenbezeichnung »Tonsil« bekannt ist, befindet und die abgebenden Dämpfe kondensiert. Man erhält 85 Teile 3-Menthen, das bei 168 bis 169' siedet.Example i i oo parts of 8-menthanol, which one z. B. by hydrogenation obtained from a-terpineol, are passed in vapor form through a tube heated to 30o'- in which fuller's earth, as it is known under the brand name »Tonsil«, is located and the emitted vapors condensed. 85 parts of 3-menthene are obtained boils at 168 to 169 '.
Beispiel 3 3o Teile S-Menthanolformiat, das durch Hydrierung von c4-Terpineolformiat gewonnen wurde, liefern bei gleicher Behandlung 13 Teile 3-Menthen.Example 3 3o parts of S-menthanol formate obtained by hydrogenation of c4-terpineol formate was obtained, yield 13 parts of 3-menthene with the same treatment.
Beispiel 3 io Teile 8-Menthanol werden in Dampfform über einen auf a80 bis 30o=' erhitzten Katalysator geleitet, der aus Bimsstein mit Magnesiumphosphat besteht. Das Reaktionsprodukt liefert bei der Destillation 8 Teil(-reines 3-Menthen.Example 3 10 parts of 8-menthanol are in vapor form on a a80 to 30o = 'heated catalyst, made of pumice stone with magnesium phosphate consists. During the distillation, the reaction product yields 8 parts of pure 3-menthene.
Beispiel Die Dämpfe von 15,6 Teilen 8-Menthanol werden über auf 380r' erhitztes, grob gekörntes Magnesiumoxyd geleitet und in einer geeigneten Vorlage kondensiert. Die :ausbeute an 3-Menthen ist nahezu quantitativ.Example The vapors of 15.6 parts of 8-menthanol are increased to 380r ' heated, coarse-grained magnesium oxide passed and in a suitable template condensed. The yield of 3-menthene is almost quantitative.
Claims (1)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1930SC073030 DE569689C (en) | 1930-08-03 | 1930-08-03 | Method for the representation of 3-menthene |
| DE1930SC095330 DE571793C (en) | 1930-08-03 | 1930-10-18 | Method for the representation of 3-menthene |
| FR720646D FR720646A (en) | 1930-08-03 | 1931-07-27 | Manufacturing process of 3-menthene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1930SC073030 DE569689C (en) | 1930-08-03 | 1930-08-03 | Method for the representation of 3-menthene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE569689C true DE569689C (en) | 1933-02-06 |
Family
ID=6568417
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1930SC073030 Expired DE569689C (en) | 1930-08-03 | 1930-08-03 | Method for the representation of 3-menthene |
| DE1930SC095330 Expired DE571793C (en) | 1930-08-03 | 1930-10-18 | Method for the representation of 3-menthene |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1930SC095330 Expired DE571793C (en) | 1930-08-03 | 1930-10-18 | Method for the representation of 3-menthene |
Country Status (2)
| Country | Link |
|---|---|
| DE (2) | DE569689C (en) |
| FR (1) | FR720646A (en) |
-
1930
- 1930-08-03 DE DE1930SC073030 patent/DE569689C/en not_active Expired
- 1930-10-18 DE DE1930SC095330 patent/DE571793C/en not_active Expired
-
1931
- 1931-07-27 FR FR720646D patent/FR720646A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR720646A (en) | 1932-02-22 |
| DE571793C (en) | 1933-03-04 |
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