GB1020728A - Process for the allylation of organic compounds - Google Patents
Process for the allylation of organic compoundsInfo
- Publication number
- GB1020728A GB1020728A GB32812/63A GB3281263A GB1020728A GB 1020728 A GB1020728 A GB 1020728A GB 32812/63 A GB32812/63 A GB 32812/63A GB 3281263 A GB3281263 A GB 3281263A GB 1020728 A GB1020728 A GB 1020728A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- allyl
- hydrogen atom
- methylene
- catalyst
- 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
- 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
-
- 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
- C07C45/70—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 with functional groups containing oxygen only in singly bound form
- C07C45/71—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 with functional groups containing oxygen only in singly bound form being hydroxy groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The alkylation of organic compounds containing an active methylene or an active methine group in which the methylene or methine group is attached to two activating groups of the kind exemplified by cyano and carbonyl is effected by reaction of said organic compound w4th an allyl alcohol or an allyl ether. If an activating group is a carbonyl group it may be ketonic or aldehydic or form part of a carboxyl, ester or amide group. Other specified activating groups are the nitro group and, in certain cases, an aromatic ring. Preferred allyl alcohols are those of the general formula R1-CH = CH-CHR2-OH wherein R1 is a hydrogen atom or a substituted or unsubstituted hydrocarbon group and R2 is a hydrogen atom or an alkyl group or R1 and R2 together with the -CH = CH(OH)-CH- radical form an alicyclic ring, and preferred ethers are those derived from said alcohols. The reaction, which is usually effected by heating the reactants, may be performed in the presence of a catalyst which can be an acid, including Lewis acids and acidic ion exchange resins, but is preferably an acid together with a salt of a metal that is capable of forming a complex compound with an olefin. The products of the allylation are compounds wherein a hydrogen atom of the active methylene or methine group has been replaced by an allyl group of the allyl alcohol or ether. In the only Example 3 allyl pentan-2-4-diol is prepared from acetyl acetone and diallylether in the presence of a sulphonated cross-linked polystyrene resin and cuprous chloride as catalyst.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB32812/63A GB1020728A (en) | 1963-08-20 | 1963-08-20 | Process for the allylation of organic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB32812/63A GB1020728A (en) | 1963-08-20 | 1963-08-20 | Process for the allylation of organic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1020728A true GB1020728A (en) | 1966-02-23 |
Family
ID=10344377
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB32812/63A Expired GB1020728A (en) | 1963-08-20 | 1963-08-20 | Process for the allylation of organic compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1020728A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3965193A (en) | 1971-11-17 | 1976-06-22 | Badische Anilin- & Soda-Fabrik Aktiengesellschaft | Production of high molecular weight α,β-unsaturated aldehydes |
| US4021411A (en) * | 1971-11-17 | 1977-05-03 | Badische Anilin- & Soda-Fabrik Aktiengesellschaft | Production of high molecular weight α,β-unsaturated aldehydes |
-
1963
- 1963-08-20 GB GB32812/63A patent/GB1020728A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3965193A (en) | 1971-11-17 | 1976-06-22 | Badische Anilin- & Soda-Fabrik Aktiengesellschaft | Production of high molecular weight α,β-unsaturated aldehydes |
| US4021411A (en) * | 1971-11-17 | 1977-05-03 | Badische Anilin- & Soda-Fabrik Aktiengesellschaft | Production of high molecular weight α,β-unsaturated aldehydes |
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