GB819198A - A process for the manufacture of isobutyraldol - Google Patents
A process for the manufacture of isobutyraldolInfo
- Publication number
- GB819198A GB819198A GB3913457A GB3913457A GB819198A GB 819198 A GB819198 A GB 819198A GB 3913457 A GB3913457 A GB 3913457A GB 3913457 A GB3913457 A GB 3913457A GB 819198 A GB819198 A GB 819198A
- Authority
- GB
- United Kingdom
- Prior art keywords
- isobutyraldol
- isobutyraldehyde
- isobutyraldoxan
- column
- acetic acid
- 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
- C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
- C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
- C07C45/60—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Isobutyraldol is produced from isobutyraldoxan by bringing the pH of the isobutyraldoxan to a value of from 4 to 6 by the addition of an aqueous solution of an aliphatic carboxylic acid without allowing the temperature to rise substantially above 20 DEG C., splitting the isobutyraldoxan into equimolecular quantities of isobutyraldol and isobutyraldehyde by distilling the aqueous mixture in a distilling column with a base heater while keeping the pH in the range of 4-6 by further addition of the dilute aqueous solution of aliphatic carboxylic acid, removing from the top of the distilling column a mixture of isobutyraldehyde and water, recycling water to the distilling column, and removing isobutyraldol from the base of the distilling column. If desired the process may be carried out continuously by making isobutyraldoxan in an aldol reactor by the condensation of isobutyraldehyde in the presence of alkali and water, converting the isobutyraldoxan as above to isobutyraldol and isobutyraldehyde and recycling the isobutyraldehyde to the aldol reactor. The preferred aliphatic carboxylic acid is acetic acid. The isobutyraldol may be hydrogenated, preferably in the presence of Raney nickel to give 2.2.4-trimethyl-1.3-pentanediol. The reactions may be represented as follows <FORM:0819198/IV (b)/1> In the examples isobutyraldehyde is fed continuously to an aldol reactor containing sodium hydroxide as catalyst; the product is neutralized to a pH of 5-6 with a dilute solution of acetic acid and the crude aldol reaction product is fed to a distillation column together with acetic acid to maintain a pH of 5-6 and the mixture is distilled; the isobutyraldehyde formed is recycled to the aldol reactor and isobutyraldol is withdrawn at the bottom of the column; if desired the isobutyraldol is hydrogenated in the presence of Raney nickel to give 2.2.4-trimethyl-1.3-pentanediol. Similar results are obtained if isobutyric acid or propionobutyric acid is used instead of acetic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3913457A GB819198A (en) | 1957-12-17 | 1957-12-17 | A process for the manufacture of isobutyraldol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3913457A GB819198A (en) | 1957-12-17 | 1957-12-17 | A process for the manufacture of isobutyraldol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB819198A true GB819198A (en) | 1959-09-02 |
Family
ID=10407821
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3913457A Expired GB819198A (en) | 1957-12-17 | 1957-12-17 | A process for the manufacture of isobutyraldol |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB819198A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112169807A (en) * | 2020-09-01 | 2021-01-05 | 润泰化学（泰兴）有限公司 | Catalyst for synthesizing isobutyronitrile by ammoniation of isobutylaldehyde and preparation method and application thereof |
-
1957
- 1957-12-17 GB GB3913457A patent/GB819198A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112169807A (en) * | 2020-09-01 | 2021-01-05 | 润泰化学（泰兴）有限公司 | Catalyst for synthesizing isobutyronitrile by ammoniation of isobutylaldehyde and preparation method and application thereof |
| CN112169807B (en) * | 2020-09-01 | 2023-02-28 | 润泰化学（泰兴）有限公司 | Catalyst for synthesizing isobutyronitrile by ammoniation of isobutylaldehyde and preparation method and application thereof |
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