DE576387C - Process for the production of alcohols - Google Patents

Process for the production of alcohols

Info

Publication number
DE576387C
DE576387C DEB153033D DEB0153033D DE576387C DE 576387 C DE576387 C DE 576387C DE B153033 D DEB153033 D DE B153033D DE B0153033 D DEB0153033 D DE B0153033D DE 576387 C DE576387 C DE 576387C
Authority
DE
Germany
Prior art keywords
salts
alcohols
production
pressure
calcium
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
DEB153033D
Other languages
German (de)
Inventor
Dr Hermann Prueckner
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.)
H TH BOEHME AKT GES
Original Assignee
H TH BOEHME AKT GES
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 H TH BOEHME AKT GES filed Critical H TH BOEHME AKT GES
Priority to DEB153033D priority Critical patent/DE576387C/en
Application granted granted Critical
Publication of DE576387C publication Critical patent/DE576387C/en
Expired legal-status Critical Current

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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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases

Description

Verfahren zur Herstellung von Alkoholen In dem Patent 574 834 ist ein Verfahren zur Herstellung von Alkoholen beschrieben, in dem in einem Arbeitsgange aus den Calciumsalzen ..von Fettsäuren mit mindestens zwei Kohlenstoffatomen und ameisensaurem Calcium in Gegenwart eines Lösungsmittels durch Einwirkung höherer Temperaturen mit oder ohne Druck die Aldehyde gewonnen und diese mit Wasserstoff bei Gegenwart eines Hydrierungskatalysators zu den primären Alkoholen reduziert werden.Process for the preparation of alcohols In patent 574,834 is a process for the production of alcohols described in one operation from the calcium salts ..of fatty acids with at least two carbon atoms and formic acid calcium in the presence of a solvent by the action of higher Temperatures with or without pressure, the aldehydes obtained and these with hydrogen reduced to the primary alcohols in the presence of a hydrogenation catalyst will.

Es wurde nun gefunden, daß man bei dieser Herstellung nicht allein auf die Calciumsalze als Ausgangsmaterialien angewiesen ist, sondern mit gleichem Erfolge die Salze des Bariums, Strontiums und Magnesiums verwenden kann. Ebensogut lassen sich auch die Alkalisalze der aliphatischen Carbonsäuren nach dem vorliegenden Verfahren zu Alkoholen verarbeiten. Weiter hat es sich auch herausgestellt, daß die Schwermetallsalze, wie z. B. Zink-, Nickel-, Kupferseifen, gleichfalls hierfür geeignet sind. Schließlich kann man auch Gemische von Salzen der Fettsäuren mit verschiedenen Basen anwenden.It has now been found that you are not alone in this production relies on the calcium salts as starting materials, but with the same Can use the salts of barium, strontium and magnesium. As well can also be the alkali salts of the aliphatic carboxylic acids according to the present Process processes into alcohols. It has also been found that the heavy metal salts, such as. B. zinc, nickel, copper soaps, also for this are suitable. Finally, you can also use mixtures of salts of fatty acids apply different bases.

Das Verfahren wird in der gleichen Weise durchgeführt wie mit den entsprechenden Calciumsalzen gemäß dem Hauptpatent. Beispiel i 5 g stearinsaures Natrium und 1,8 g ameisensaures Calcium werden in To g Cyclohexan unter mäßigem Erwärmen gelöst.The procedure is carried out in the same way as with the corresponding calcium salts according to the main patent. Example i 5 g of stearic acid Sodium and 1.8 g of calcium form are in To g of cyclohexane under moderate Heating dissolved.

An Stelle von Cyclohexan o. dgl. kann auch Wasser als Lösungsmittel verwendet werden. Das Gemisch versetzt man mit o,68 g Kupferkatalysator (der z. B. durch Niederschlagen von Kupfercarbonat auf Kieselgur, Auswaschen, Trocknen und feines Verreiben dargestellt wurde). Man. bringt dann das Gemisch in ein geschlossenes Reaktionsgefäß und preßt Wasserstoff bis zu einem Druck von ioo Atm. ein. Man heizt allmählich auf 300°, wobei der Druck auf Zoo Atm. steigt, und erhält 2 Stunden auf dieser Temperatur. Man läßt dann erkalten und bläst den Wasserstoffüberdruck ab. Nach Abdestillieren des Lösungsmittels erhält man als Reaktionsprodukt Stearinalkohol in einer Ausbeute von 97°[o der Theorie. Beispiel e In einen Schüttelautoklaven (Inh. 2o6 ccm) bringt man 5 g kokosfettsaures Magnesium, i,8 g ameisensaures Magnesium, i g. Kupfer-Keselgur-Katalysator und to g Cyclohexan. Dann preßt man Wasserstoff bis zu einem Überdruck von 14o Atm. ein und erhitzt: allmählich auf 300°, wobei der Druck auf a5o Atm. steigt. Man erhält 2 Stunden, auf dieser Temperatur, läßt dann erkalten und bläst den Wasserstoffüberdruck ab. Das Produkt hat eine Hydroxylzahl von 263. Die Ausbeute beträgt über 9o %.Instead of cyclohexane or the like, water can also be used as a solvent. The mixture is mixed with 0.68 g of copper catalyst (which was prepared, for example, by the precipitation of copper carbonate on diatomite, washing, drying and fine trituration). Man. then brings the mixture into a closed reaction vessel and presses hydrogen up to a pressure of 100 atmospheres. a. The temperature is gradually increased to 300 °, the pressure being set to Zoo Atm. rises, and is kept at this temperature for 2 hours. It is then allowed to cool and the excess hydrogen pressure is blown off. After the solvent has been distilled off, the reaction product obtained is stearic alcohol in a yield of 97% of theory. Example e 5 g of coconut fatty acid magnesium, 1.8 g of formic magnesium, i g are placed in a shaking autoclave (206 ccm). Copper-Keselgur catalyst and to g of cyclohexane. Then you press hydrogen up to an overpressure of 14o atm. one and heated: gradually to 300 °, the pressure being reduced to a5o Atm. increases. It is obtained for 2 hours at this temperature, then allowed to cool and the excess hydrogen pressure is blown off. The product has a hydroxyl number of 263. The yield is over 90 % .

Beispiel 3 Unter gleichen Bedingungen wie in Beispiel :2 behandelt man 5 g kokosfettsaures Magnesium, i,8 g ameisensaures Calcium, i g Kupfer-Kieselgur-Katalysator und io g Cyclohexan. Das Produkt zeigt die Hydroxylzahl von 236. Die Ausbeute beträgt etwa 8o °/o.Example 3 Treated under the same conditions as in Example: 2 5 g of coconut fatty acid magnesium, 1.8 g of calcium form, i g of copper-diatomaceous earth catalyst and 10 g of cyclohexane. The product has a hydroxyl number of 236. The yield is about 80 per cent.

Claims (2)

PATENTANSPRÜCHE: i. Verfahren zur Herstellung von Alkoholen gemäß Patent 574 834, dadurch gekennzeichnet, daß an Stelle der Calciumsalze andere Salze der Fettsäuren mit mehr als zwei Kohlenstoffatomen und/oder andere Salze der Ameisensäure verwendet werden. PATENT CLAIMS: i. Process for the preparation of alcohols according to Patent 574 834, characterized in that instead of calcium salts other salts of fatty acids with more than two carbon atoms and / or other salts of formic acid be used. 2. Verfahren gemäß Anspruch i, dadurch gekennzeichnet, daß Gemische von Salzen verschiedener Basen verwendet werden.2. The method according to claim i, characterized in that mixtures of salts of different bases can be used.
DEB153033D 1931-11-15 1931-11-15 Process for the production of alcohols Expired DE576387C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEB153033D DE576387C (en) 1931-11-15 1931-11-15 Process for the production of alcohols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB153033D DE576387C (en) 1931-11-15 1931-11-15 Process for the production of alcohols

Publications (1)

Publication Number Publication Date
DE576387C true DE576387C (en) 1933-05-12

Family

ID=7002757

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB153033D Expired DE576387C (en) 1931-11-15 1931-11-15 Process for the production of alcohols

Country Status (1)

Country Link
DE (1) DE576387C (en)

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