GB908495A - Improvements in processes for the hydrogenation of products of aldolic condensation - Google Patents
Improvements in processes for the hydrogenation of products of aldolic condensationInfo
- Publication number
- GB908495A GB908495A GB31123/59A GB3112359A GB908495A GB 908495 A GB908495 A GB 908495A GB 31123/59 A GB31123/59 A GB 31123/59A GB 3112359 A GB3112359 A GB 3112359A GB 908495 A GB908495 A GB 908495A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydrogenated
- furfural
- give
- condensation
- tetrahydrofuryl
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
- C07D307/44—Furfuryl alcohol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/10—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/12—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
Abstract
The furfural substituted carbonyl compounds produced by the aldolic condensation of furfural and an aldehyde or ketone followed by dehydration, are catalytically hydrogenated to give the tetrahydrofurfuryl-substituted alcohols, in the fluid state under superatmospheric pressure at a temperature below 100 DEG C. and without the use of an added solvent. The preferred catalyst is nickel and it may be used on a carrier such as silica gel, alumina or charcoal. If the product to be hydrogenated is solid at the temperature to be used its melting point may be lowered by the addition of a suitable quantity of the hydrogenated product. In the examples (a) fural acetophenone, prepared by condensation of furfural and acetophenone in alkaline medium followed by distillation, is hydrogenated at 28-30 DEG C. in the presence of Raney nickel to give 1-phenyl-3-tetrahydrofuryl propanol; (b) furyl acrolein, prepared by condensation of furfural and acetaldehyde in alkaline medium followed by distillation is catalytically hydrogenated to give 2-tetrahydrofuryl propionic aldehyde; and (c) difural acetone, obtained from furfural and acetone, is hydrogenated to give 1,5-bis-tetrahydrofurfuryl-pentanol-(3).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1387458 | 1958-09-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB908495A true GB908495A (en) | 1962-10-17 |
Family
ID=11144708
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB31123/59A Expired GB908495A (en) | 1958-09-18 | 1959-09-11 | Improvements in processes for the hydrogenation of products of aldolic condensation |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB908495A (en) |
-
1959
- 1959-09-11 GB GB31123/59A patent/GB908495A/en not_active Expired
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