CH262163A - Process for the preparation of a new oxyhydrophenanthrene derivative. - Google Patents
Process for the preparation of a new oxyhydrophenanthrene derivative.Info
- Publication number
- CH262163A CH262163A CH262163DA CH262163A CH 262163 A CH262163 A CH 262163A CH 262163D A CH262163D A CH 262163DA CH 262163 A CH262163 A CH 262163A
- Authority
- CH
- Switzerland
- Prior art keywords
- new
- preparation
- derivative
- tetrahydro
- methoxy
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C62/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
- C07C62/30—Unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/757—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Oxyhydrophenanthren-Derivates. Es wurde gefunden, dass man zu einem neuen Oxyhydrophenanthren-Derivat gelan gen kann, wenn man 1-Äthyliden-2-äthyl- 7-methoxy -1,2,3,4 - tetrahydro - phenanthren-2- earbonsäure-methylester zwecks Überführung -der Äthylidengruppierung in einen Äthylrest mit hydrierenden Mitteln behandelt.
Für die Überführung der Äthylidengrup- pierung in den Äthylrest kann beispielsweise die katalytische Hydrierung dienen.
Das neue Verfahrensprodukt, der 1,2-Di- äthyl - 7 - methoxy -1,2,3,4 - tetrahydro - phen- anthren-2-carbonsäure-methylester vom F. 69 bis 70 , soll therapeutische Verwendung fin den oder als Zwischenprodukt zur Herstel lung therapeutisch verwendbarer Verbindun gen dienen.
<I>Beispiel:</I> 1 Teil 1- Äthyliden - 2 - äthyl - 7 - methoxy- 1,2,3,4-tetrahydro -phenanthren-2-carbonsäure- methylester der Formel
EMI0001.0025
(erhalten z.
B. aus dem gemäss dem sehweiz. Patent Nr. 254453 erhältlichen 1-Äthyl-l-oxy- 2 - äthyl -'7 - methoxy -1,2, 3,4 - tetrahy dro - phen- anthren-2-carbonsäure-methylester vom F.131 bis 132 durch Wasserabspaltung mittels Ameisensäure oder Jod in Chloroform) wird in 30 Teilen Alkohol. in Gegenwart von Platin oxyd und Wasserstoff geschüttelt.
Nach Auf nahme der für 1 Moläquivalent berechneten Menge Wasserstoff wird die Lösung vom Katalysator abfiltriert und eingedampft. Durch Umkristallisieren des Rückstandes aus verdünntem Methylalkohol erhält man den 1,2- Diäthyl - 7 - methoxy-1,2,3,4 -tetrahydro - phen- anthren-2-earbonsäure-methylester der Formel
EMI0001.0045
in Form derber Kristalle vom F. 69 bis 70 . Die Hydrierung kann auch in Eisessig in Gegenwart von Palladium-Tierkohle vorge nommen werden.
Process for the preparation of a new oxyhydrophenanthrene derivative. It has been found that a new oxyhydrophenanthrene derivative can gelan conditions if 1-ethylidene-2-ethyl- 7-methoxy -1,2,3,4 - tetrahydro - phenanthrene-2-carboxylic acid methyl ester for the purpose of conversion - the ethylidene group in an ethyl residue treated with hydrogenating agents.
Catalytic hydrogenation, for example, can be used to convert the ethylidene group into the ethyl radical.
The new process product, the 1,2-diethyl-7-methoxy -1,2,3,4-tetrahydro-phenanthrene-2-carboxylic acid methyl ester from 69 to 70, is to be used in therapy or as Intermediate product for the production of therapeutically usable compounds.
<I> Example: </I> 1 part 1-ethylidene-2-ethyl-7-methoxy-1,2,3,4-tetrahydro-phenanthrene-2-carboxylic acid methyl ester of the formula
EMI0001.0025
(received e.g.
B. from the according to the Sehweiz. Patent No. 254453 available 1-ethyl-1-oxy-2-ethyl -'7-methoxy-1,2,3,4-tetrahydro-phen-anthrene-2-carboxylic acid methyl ester from F.131 to 132 by elimination of water using formic acid or iodine in chloroform) becomes alcohol in 30 parts. Shaken in the presence of platinum oxide and hydrogen.
After taking up the amount of hydrogen calculated for 1 molar equivalent, the solution is filtered off from the catalyst and evaporated. By recrystallizing the residue from dilute methyl alcohol, the 1,2-diethyl-7-methoxy-1,2,3,4-tetrahydro-phenanthrene-2-carboxylic acid methyl ester of the formula is obtained
EMI0001.0045
in the form of coarse crystals from 69 to 70. The hydrogenation can also be carried out in glacial acetic acid in the presence of palladium animal charcoal.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH242609T | 1944-01-10 | ||
CH262163T | 1944-01-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH262163A true CH262163A (en) | 1949-06-15 |
Family
ID=25728722
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH262163D CH262163A (en) | 1944-01-10 | 1944-01-10 | Process for the preparation of a new oxyhydrophenanthrene derivative. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH262163A (en) |
-
1944
- 1944-01-10 CH CH262163D patent/CH262163A/en unknown
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