DE845193C - Process for the production of 2-AEthylhexanal- (1) or 2-AEthylhexanol- (1) - Google Patents
Process for the production of 2-AEthylhexanal- (1) or 2-AEthylhexanol- (1)Info
- Publication number
- DE845193C DE845193C DEE513A DEE0000513A DE845193C DE 845193 C DE845193 C DE 845193C DE E513 A DEE513 A DE E513A DE E0000513 A DEE0000513 A DE E0000513A DE 845193 C DE845193 C DE 845193C
- Authority
- DE
- Germany
- Prior art keywords
- production
- aethylhexanol
- aethylhexanal
- hydrogenation
- carried out
- 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
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
- C07C29/175—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of an oxo group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von 2-Äthylhexanal-(1) oder 2-Äthylhexanol-(1) Gegenstand des Patents 838 746 ist ein Verfahren zur Herstellung von 2-Äthy#lhexanal-(i) oder 2-Äthyl'liexanol-(i) durch katalytische Hydrierung von Crotonaldebyd zu Butyraldehyd, Umwandlung dieses Produktes in 2-Ätbylbexenal-(i) und erneute katalytische Hydrierung, bei welchem sämtliche Verfahrensstufen im gleichen Gefäß und in Gegenwart des Hydrierungskatalysators durchgeführt werden.Process for the production of 2-ethylhexanal- (1) or 2-ethylhexanol- (1) The subject of patent 838 746 is a process for the production of 2-Ethy # lhexanal- (i) or 2-ethyl'liexanol- (i) by catalytic hydrogenation of crotonaldebyd to butyraldehyde, Conversion of this product into 2-Ätbylbexenal- (i) and renewed catalytic hydrogenation, in which all process stages in the same vessel and in the presence of the hydrogenation catalyst be performed.
Es wurde nun gefunden, daß es ebensogut möglich ist, anstatt von Crotonaldehvd vom But_vraldebyd auszugehen, der auf andere Weise hergestellt sein kann. Auch in diesem Fall ist es überraschend, daß man Kondensation und Hydrierung in einem einzigen zweistufigen Arbeitsgang durchführen kann. Man hat dabei die Wahl, den Hydrierungskatalysator gleich zu Beginn oder erst nach erfolgter Kondensation des Butyraldebyds zuzufügen.It has now been found that it is possible as well, instead of Crotonaldehvd starting from the But_vraldebyd, which can be made in other ways. Also in In this case it is surprising that condensation and hydrogenation can be carried out in one can perform two-step operation. You have a choice, the hydrogenation catalyst to be added immediately at the beginning or only after the condensation of the butyraldebyd has taken place.
Das Verfahren kann ebenso wie das des Hauptpatents 'kontinuierlich oder diskontinuierlich durchgeführt werden. Beispiel Man beschickt ein Druckgefäß mit 3o Gewichtsteilen 8o/oiger Natronlauge, 0,7 Gewichtsteilen aktivem Nickel auf Kieselgur od. dgl. und 136 Gewichtsteilen reinem Butvraldehvd. Die Luft wird zweckmäßig durch Stickstoff oder Wasserstoff verdrängt. Nach Schließen des Gefäßes wird der Inhalt, beispielsweise unter Einstellung einer Temperatur von etwa 6o bis 8o°, kräftig gerührt. Die Kondensation des Butvraldehvds verläuft rasch und nahezu vollständig. Man drückt entweder sofort oder nach '/a bis '/_ Stunde Wasserstoff auf und hält im Verlaufe der allmählich einsetzenden Hydrierung des Zwischenprodukts Äthylhexenal-(i) die Temperatur zwischen etwa 50 und 9o°, wenn man Äthylhexanal-(i) herstellen will, hzw. steigert sie allmählich auf 120 bis 16o°, wenn Äthylhexanol-(i) erzeugt werden soll. Die Ausbeute an _@tliylhexanal-(i) beträgt etwa 83°/o der Theorie, die an Äthylhexatiol-(i) 89°/o der Theorie. Man kann das \-erfahren auch kontinuierlich ausführen, wenn man den Prozeß unter ständiger Zufuhr der Reaktionsteilnehmer in den gleichen Mengenverhältnissen unter denselben Bedingungen. insbesondere inniger Durchmischung, beispielsweise in einem langgestreckten Druckrohr ablaufen läßt, dessen einzelne Abschnitte entsprechend dem Reaktionsverlauf auf die erforderlichen Temperaturen geheizt sind.The process, like that of the main patent, can be carried out continuously or batchwise. EXAMPLE A pressure vessel is charged with 30 parts by weight of 80% sodium hydroxide solution, 0.7 parts by weight of active nickel on diatomite or the like and 136 parts by weight of pure Butvraldehvd. The air is expediently displaced by nitrogen or hydrogen. After closing the vessel, the contents are vigorously stirred, for example by setting a temperature of about 60 to 80 °. The condensation of the Butvraldehvds is rapid and almost complete. Either immediately or after '/ a to' / _ hour, hydrogen is applied and, in the course of the gradual onset of hydrogenation of the intermediate ethylhexenal- (i), the temperature is kept between about 50 and 90 °, if ethylhexanal- (i) is to be produced, hzw. it increases gradually to 120 to 16o °, if ethylhexanol- (i) is to be produced. The yield of ethylhexanal- (i) is about 83% of theory, that of ethylhexatiol- (i) 89% of theory. The \ -erfahren can also be carried out continuously if the process is carried out with constant supply of the reactants in the same proportions under the same conditions. especially intimate mixing, for example in an elongated pressure tube, the individual sections of which are heated to the required temperatures according to the course of the reaction.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEE513A DE845193C (en) | 1950-01-14 | 1950-01-14 | Process for the production of 2-AEthylhexanal- (1) or 2-AEthylhexanol- (1) |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEE513A DE845193C (en) | 1950-01-14 | 1950-01-14 | Process for the production of 2-AEthylhexanal- (1) or 2-AEthylhexanol- (1) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE845193C true DE845193C (en) | 1954-05-06 |
Family
ID=7064805
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEE513A Expired DE845193C (en) | 1950-01-14 | 1950-01-14 | Process for the production of 2-AEthylhexanal- (1) or 2-AEthylhexanol- (1) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE845193C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1275042B (en) * | 1963-05-31 | 1968-08-14 | Kyowa Hakko Kogyo Kk | Process for the production of saturated alcohols and carbonyl compounds |
-
1950
- 1950-01-14 DE DEE513A patent/DE845193C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1275042B (en) * | 1963-05-31 | 1968-08-14 | Kyowa Hakko Kogyo Kk | Process for the production of saturated alcohols and carbonyl compounds |
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