DE1568861A1 - Process for the hydrogenation of unsaturated aldehydes - Google Patents

Process for the hydrogenation of unsaturated aldehydes

Info

Publication number
DE1568861A1
DE1568861A1 DE19661568861 DE1568861A DE1568861A1 DE 1568861 A1 DE1568861 A1 DE 1568861A1 DE 19661568861 DE19661568861 DE 19661568861 DE 1568861 A DE1568861 A DE 1568861A DE 1568861 A1 DE1568861 A1 DE 1568861A1
Authority
DE
Germany
Prior art keywords
platinum
aldehyde
catalyst
charcoal
solvent
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.)
Pending
Application number
DE19661568861
Other languages
German (de)
Inventor
Budd Anthony Edward Richard
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.)
Johnson Matthey PLC
Original Assignee
Johnson Matthey PLC
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 Johnson Matthey PLC filed Critical Johnson Matthey PLC
Publication of DE1568861A1 publication Critical patent/DE1568861A1/en
Pending legal-status Critical Current

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
    • C07C29/132—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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
    • B01J23/42—Platinum
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56—Platinum group metals
    • B01J23/58—Platinum group metals with alkali- or alkaline earth metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/18—Carbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/09—Geometrical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (1)

PatentansprücheClaims 1. Verfahren zur Hydrierung ungesättigter Aldehyde, gekennzeichnet durch Reagierenlassen des Aldehyds mit Wasserstoff in Gegenwart eines aus Platin bestehenden oder dieses enthaltenden Metallkatalysators und eines alkoholischen Lösungsmittels in Gegenwart eines Alkalihydroxyds oder Alkoxyds als Aktivator.1. A process for the hydrogenation of unsaturated aldehydes, characterized by reacting the aldehyde with Hydrogen in the presence of a metal catalyst consisting of or containing platinum and a alcoholic solvent in the presence of an alkali hydroxide or alkoxide as an activator. 2. Verfahren nach Anspruch 1, bei dem das Aldehyd Zimtaldehyd ist, das selektiv zu Ginnamylalkohol hydriert wird.2. The method of claim 1, wherein the aldehyde Is cinnamaldehyde that is selectively hydrogenated to ginnamyl alcohol. 3. Verfahren nach Anspruch 1 oder 2, bei dem der Metallkatalysator ein von einer Trägersubstanz getragener Katalysator ist, wobei der Träger zum Beispiel Holzkohle sein kann.3. The method of claim 1 or 2, wherein the metal catalyst is a catalyst supported on a carrier, the carrier, for example, charcoal can be. 4. Verfahren nach einem der vorstehenden Ansprüche, bei dem mindestens 5 $ Platin verwendet werden, die vorzugsweise von Holzkohle getragen werden.4. The method according to any one of the preceding claims, in which at least 5 $ platinum are used preferably carried by charcoal. 5. Verfahren nach einem der vorstehenden Ansprüche,5. The method according to any one of the preceding claims, bei dem das alkoholische Lösungsmittel Methanol, Ithanol oder Isopropylalkohol ist.in which the alcoholic solvent is methanol, ethanol or isopropyl alcohol. 'Zorn {>>■ '■!Wfil-r ·'Anger {>> ■ ' ■! Wfil-r · - '· l'li - '· l'li 009826/2043009826/2043 β. Verfahren nach einem der vorstehenden Ansprüche, bei dem der alkalische Aktivator Ätzkali, Ätznatron oder Natronäthoxyd ist. β. Method according to one of the preceding claims, in which the alkaline activator is caustic potash, caustic soda or sodium ethoxide. 7. Verfahren nach Anspruch 6, bei dem eine 10-prozentige Methanol- oder Äthanollösung von Ätzkali verwendet wird.7. The method according to claim 6, wherein a 10 percent methanol or ethanol solution of caustic potash is used will. 8. Verfahren nach Anspruch 1 oder 2, bei dem ein Platin-Rutheniumkatalysator, der am besten auf Holzkohle getragen wird, Anwendung findet.8. The method of claim 1 or 2, wherein a platinum-ruthenium catalyst, which is best worn on charcoal, applies. 9. Verfahren nach Anspruch 1 oder 2, bei dem unter bevorzugter Anwendung von Äthanol als Lösungsmittel ein aus Platin auf Tonerde bestehender Katalysator Verwendung findet.9. The method according to claim 1 or 2, wherein with the preferred use of ethanol as a solvent A catalyst consisting of platinum on alumina is used. 10. Verfahren nach einem der vorstehenden Ansprüche, bei dem eine volumenmäßige Konzentration von Aldehyd, beispielsweise Zimtaldehyd, bis zu 50$ v/v angewandt wird.10. The method according to any one of the preceding claims, wherein a volume concentration of aldehyde, for example cinnamaldehyde, used up to 50 $ v / v will. 11. Verfahren zur Hydrierung einer Charge von etwa11. Method of hydrogenating a batch of about 100 ml Lösung von Zimtaldehyd (etwa 40 Volumenprozente) zu Cinnamylaikohol,gekennzeichnet durch ein Reagierenlassen des Aldehyds mit Wasserstoff in Gegenwart von etwa 6 g eines Katalysators, der mindestens 5# Platin enthält, bei einer Temperatur von etwa 200C und einem100 ml solution of cinnamaldehyde (about 40 percent by volume) to cinnamyl alcohol, characterized by reacting the aldehyde with hydrogen in the presence of about 6 g of a catalyst containing at least 5 # platinum at a temperature of about 20 0 C and a Vom ΓΙ "' '" ■1<i' Ui.1 From ΓΙ "''" ■ 1 <i 'Ui. 1 i)0Ö826/204Ji) 0Ö826 / 204J Druck von 3 at und auch in Gegenwart von etwa 12 ml 10-prozentigen alkoholischen KOH's und Isopropanols als Lösungsmittel.Pressure of 3 at and also in the presence of about 12 ml 10 percent alcoholic KOH's and isopropanol as a solvent. 12. Verfahren zum Hydrieren ungesättigter Aldehyde, im wesentlichen wie im Vorstehenden unter Bezugnahme auf die begleitenden Zeichnungsunterlagen beschrieben.12. Process for hydrogenating unsaturated aldehydes, essentially as described above with reference to the accompanying drawing documents. ν. »·. -■ ■ ■'ν. »·. - ■ ■ ■ ' 008826/204 3008826/204 3 Lee rs ei t eLee rs ei t e
DE19661568861 1965-08-13 1966-08-06 Process for the hydrogenation of unsaturated aldehydes Pending DE1568861A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3473165A GB1123837A (en) 1965-08-13 1965-08-13 Catalytic hydrogenation of unsaturated aldehydes

Publications (1)

Publication Number Publication Date
DE1568861A1 true DE1568861A1 (en) 1970-06-25

Family

ID=10369277

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19661568861 Pending DE1568861A1 (en) 1965-08-13 1966-08-06 Process for the hydrogenation of unsaturated aldehydes

Country Status (4)

Country Link
BE (1) BE685368A (en)
DE (1) DE1568861A1 (en)
GB (1) GB1123837A (en)
NL (1) NL6611392A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH576926A5 (en) * 1973-03-21 1976-06-30 Hoffmann La Roche
DE2934251A1 (en) * 1979-08-24 1981-03-26 Basf Ag, 67063 Ludwigshafen METHOD FOR PRODUCING UNSATURATED ALCOHOLS.
BR112014008322A2 (en) 2012-04-17 2017-04-18 Momentive Performance Mat Inc high activity catalyst for hydrosilylation reactions and methods for its manufacture
CN107285994B (en) * 2016-04-13 2020-08-14 中国科学院大连化学物理研究所 Method for synthesizing cinnamyl alcohol by selective hydrogenation of cinnamyl aldehyde
CN113262781B (en) * 2021-06-02 2023-10-20 中国华能集团清洁能源技术研究院有限公司 Metal platinum catalyst and preparation method and application thereof

Also Published As

Publication number Publication date
GB1123837A (en) 1968-08-14
BE685368A (en) 1967-01-16
NL6611392A (en) 1967-02-14

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