GB761203A - Process for producing condensation products from saturated carbonyl-compounds - Google Patents
Process for producing condensation products from saturated carbonyl-compoundsInfo
- Publication number
- GB761203A GB761203A GB29204/54A GB2920454A GB761203A GB 761203 A GB761203 A GB 761203A GB 29204/54 A GB29204/54 A GB 29204/54A GB 2920454 A GB2920454 A GB 2920454A GB 761203 A GB761203 A GB 761203A
- Authority
- GB
- United Kingdom
- Prior art keywords
- feeding
- mixture
- sodium hydroxide
- hydroxide solution
- butyraldehyde
- 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
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/20—Unsaturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/203—Unsaturated compounds containing keto groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Aldols, ketols or unsaturated carbonyl compounds are obtained by the condensation of either a saturated carbonyl compound having 3 or more carbon atoms in the molecule or a mixture of two saturated carbonyl compounds, of which at least one has 3 or more carbon atoms, the process being carried out by feeding the starting materials into a stream of liquid consisting of water and from 1 to 300 gms/litre of sodium hydroxide or an equinormal amount of another inorganic alkaline condensation catalyst, the rate of flow of the stream in volumes per unit time being from 10 to 100 times the rate of feed of the initial carbonyl compounds and the stream being maintained in turbulent state at a substantially constant temperature until condensation is complete. Suitable inorganic condensation catalysts, in addition to sodium hydroxide, are other caustic alkalis, alkali metal carbonates and alkali metal cyanides. At operating temperatures in the range 0 DEG to 60 DEG C., an aldehyde or a mixture of aldehydes generally gives an aldol and a ketone or a mixture of two ketones or of a ketone and an aldehyde generally gives a ketol or aldol; at operating temperatures in the range 60 DEG to 150 DEG C. an aldehyde, a mixture of two aldehydes or a mixture of an aldehyde and a ketone gives an unsaturated carbonyl compound. In the examples (a) ethyl propyl acrolein is obtained by feeding butyraldehyde into a stream of sodium hydroxide solution; it may be hydrogenated to ethyl hexyl alcohol; (b) diacetone-alcohol is obtained by feeding acetone into sodium hydroxide solution; (c) methyl ethyl acrolein is obtained by feeding a mixture of butyraldehyde and acetaldehyde into sodium hydroxide solution; (d) butyraldol is obtained by feeding butyraldehyde into sodium hydroxide solution; (e) pentyl hexyl acrolein is obtained by feeding heptaldehyde into sodium hydroxide solution; (f) furfurylidene acetone is obtained by feeding a mixture of furfural and acetone into potassium hydroxide solution; and (g) 3-hepten-2-one is obtained by feeding a mixture of butyraldehyde and acetone into potassium hydroxide solution.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR761203X | 1953-10-16 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB761203A true GB761203A (en) | 1956-11-14 |
Family
ID=9172225
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB29204/54A Expired GB761203A (en) | 1953-10-16 | 1954-10-18 | Process for producing condensation products from saturated carbonyl-compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB761203A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1149344B (en) * | 1958-04-07 | 1963-05-30 | Eastman Kodak Co | Process for the production of alpha, ß-unsaturated, branched aliphatic aldehydes by aldol condensation |
DE1176120B (en) * | 1958-05-27 | 1964-08-20 | Eastman Kodak Co | Process for the purification of ª,ª-unsaturated aliphatic aldehydes |
EP1106596A2 (en) * | 1999-11-30 | 2001-06-13 | Oxeno Olefinchemie GmbH | Process to perform aldolcondensations using catalysed multiphase reactions |
DE102009045139A1 (en) | 2009-09-30 | 2011-03-31 | Evonik Oxeno Gmbh | Preparation of alpha, beta-unsaturated aldehydes by means of a reaction mixing pump |
DE102011012846A1 (en) | 2011-03-03 | 2012-09-06 | Oxea Gmbh | Process for carrying out multiphase aldol condensation reactions to give mixed α, β-unsaturated aldehydes |
-
1954
- 1954-10-18 GB GB29204/54A patent/GB761203A/en not_active Expired
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1149344B (en) * | 1958-04-07 | 1963-05-30 | Eastman Kodak Co | Process for the production of alpha, ß-unsaturated, branched aliphatic aldehydes by aldol condensation |
DE1176120B (en) * | 1958-05-27 | 1964-08-20 | Eastman Kodak Co | Process for the purification of ª,ª-unsaturated aliphatic aldehydes |
EP1106596A2 (en) * | 1999-11-30 | 2001-06-13 | Oxeno Olefinchemie GmbH | Process to perform aldolcondensations using catalysed multiphase reactions |
EP1106596A3 (en) * | 1999-11-30 | 2002-04-17 | Oxeno Olefinchemie GmbH | Process to perform aldolcondensations using catalysed multiphase reactions |
CZ301057B6 (en) * | 1999-11-30 | 2009-10-29 | Evonik Oxeno Gmbh | Process to perform catalytic aldol condensation using multiphase reaction in tube reactor |
DE102009045139A1 (en) | 2009-09-30 | 2011-03-31 | Evonik Oxeno Gmbh | Preparation of alpha, beta-unsaturated aldehydes by means of a reaction mixing pump |
WO2011038957A1 (en) | 2009-09-30 | 2011-04-07 | Evonik Oxeno Gmbh | PRODUCING α,β-UNSATURATED ALDEHYDES BY MEANS OF A REACTION MIXING PUMP |
DE102011012846A1 (en) | 2011-03-03 | 2012-09-06 | Oxea Gmbh | Process for carrying out multiphase aldol condensation reactions to give mixed α, β-unsaturated aldehydes |
WO2012116775A2 (en) | 2011-03-03 | 2012-09-07 | Oxea Gmbh | METHOD FOR CARRYING OUT MULTIPHASE ALDOL CONDENSATION REACTIONS TO OBTAIN MIXED α,β-UNSATURATED ALDEHYDES |
US8841489B2 (en) | 2011-03-03 | 2014-09-23 | Oxea Gmbh | Method for carrying out multiphase aldol condensation reactions to give mixed α, β-unsaturated aldehydes |
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