CH223210A - Process for the preparation of phenyl-cyclohexyl-acetic acid. - Google Patents
Process for the preparation of phenyl-cyclohexyl-acetic acid.Info
- Publication number
- CH223210A CH223210A CH223210DA CH223210A CH 223210 A CH223210 A CH 223210A CH 223210D A CH223210D A CH 223210DA CH 223210 A CH223210 A CH 223210A
- Authority
- CH
- Switzerland
- Prior art keywords
- acetic acid
- phenyl
- preparation
- cyclohexyl
- hydrogen
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/36—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by hydrogenation of carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von Phenyl-cyclohegyl-essigsäure. Gegenstand des vorliegenden Patentes bil det ein Verfahren zur Darstellung der be reits bekannten Phenyl-cyclohexyl-essigsäure, welches dadurch gekennzeichnet ist, dass man einen Diphenyl-essigsäureester, welcher in a- Stellung einen Substituenten enthält, der durch Hydrierung durch Wasserstoff ersetzt wird, mit Wasserstoff in Gegenwart von un edlen Metallkatalysatoren behandelt und auf den erhaltenen Ester hydrolysierende Mittel einwirken lässt.
Als unedle Metallkatalysatoren können zum Beispiel Nickel, Kobalt, bezw. Gemische solcher Metalle gegebenenfalls auf Träger substanzen Verwendung finden.
Das Endprodukt soll als Zwischenprodukt Verwendung finden.
<I>Beispiel:</I> 200 Teile Diphenyl - a - oxy - essigsäure- methylester, 50 Teile eines vorreduzierten Nickelkatalysators werden in Gegenwart von etwa 200 Teilen absolutem Alkohol unter Wasserstoffdruck in einem Autoklaven bei 120 bis<B>130,</B> geschüttelt. Es wird die für 4 Mol Wasserstoff berechnete Menge aufge nommen. Nach beendeter Reduktion lässt man erkalten, filtriert vom Katalysator ab und verdampft das Lösungsmittel.
Der so erhal tene Phenyl - cyclohexyl - essigsäure - methyl- ester bildet ein 01. Er lässt sich durch Ko chen mit wässeriger oder alkoholischer Lauge verseifen, wobei Phenyl-cyclohexyl-essigsäure vom F. 148 bis 149 erhalten wird.
An Stelle des Methylesters kann man auch höhere Ester, wie z. B. den Athylester, ver wenden. Als Lösungsmittel eignen sich fer ner auch andere inerte Lösungsmittel.
Die Reduktion kann ebensogut in einem gewöhnlichen Autoklaven bei etwa 20 bis 30 Atmosphären durchgeführt werden.
Verwendet man als Ausgangsstoffe Di- phenyl-a-oxyessigsäureester mit verätherter oder veresterter Hydroxylgruppe, so erhält man unter Ersatz der Äther- oder Ester gruppe durch Wasserstoff und nachträglicher Hydrolyse ebenfalls Phenyl-cyclohezylessig- säure.
Process for the preparation of phenyl-cyclohegyl-acetic acid. The subject of the present patent bil det a method for the preparation of the already known phenyl-cyclohexyl-acetic acid, which is characterized in that a diphenyl-acetic acid ester which contains a substituent in the α-position, which is replaced by hydrogenation by hydrogen, with Treats hydrogen in the presence of non-noble metal catalysts and allows hydrolyzing agents to act on the ester obtained.
As base metal catalysts, for example, nickel, cobalt, respectively. Mixtures of such metals may be found on carrier substances use.
The end product should be used as an intermediate product.
<I> Example: </I> 200 parts of diphenyl - a - oxy - acetic acid methyl ester, 50 parts of a prereduced nickel catalyst are in the presence of about 200 parts of absolute alcohol under hydrogen pressure in an autoclave at 120 to <B> 130, </ B> shaken. The amount calculated for 4 moles of hydrogen is recorded. When the reduction is complete, the mixture is allowed to cool, the catalyst is filtered off and the solvent is evaporated.
The phenyl-cyclohexyl-acetic acid-methyl ester thus obtained forms an oil. It can be saponified by boiling with aqueous or alcoholic lye, whereby phenyl-cyclohexyl-acetic acid with a melting point of 148 to 149 is obtained.
Instead of the methyl ester, higher esters, such as. B. the ethyl ester, use. Other inert solvents are also suitable as solvents.
The reduction can just as well be carried out in an ordinary autoclave at about 20 to 30 atmospheres.
If diphenyl-α-oxyacetic acid esters with an etherified or esterified hydroxyl group are used as starting materials, then phenylcyclohexyl acetic acid is likewise obtained by replacing the ether or ester group with hydrogen and subsequent hydrolysis.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH217225T | 1940-07-29 | ||
| CH223210T | 1940-07-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH223210A true CH223210A (en) | 1942-08-31 |
Family
ID=25725912
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH223210D CH223210A (en) | 1940-07-29 | 1940-07-29 | Process for the preparation of phenyl-cyclohexyl-acetic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH223210A (en) |
-
1940
- 1940-07-29 CH CH223210D patent/CH223210A/en unknown
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